Dementia among your family or friends… or in your finances.


 

Everyone knows that they need to spend time on their estate plans.  It’s part of financial independence, and it’s even more important if you’re a military veteran with survivor’s benefits.

Yet how much time have you spent adulting on your disability plan, especially for later in life with declining cognition?  What about your loved ones and *their* plans?

Recently in a thread on the Millionaire Money Mentors forum, the subject of cognitive impairment came up.  (For those of you who are members, the thread is “Friends/Family Who Are Bad at Money.”) I wrote about my father’s dementia, and I’ll expand on that here in 4600 5500 6500 words of excruciating detail.  It’s a long read so I’ll include frequent summaries as we go.

Disability planning makes dying look easy.  As an example, I’ll write about my father and the lessons we learned from his long, slow slide into dementia.

I’ve already written many financial summaries about the years as my father’s conservator.  This time I’ll try to show how easy it is to be derailed by a lack of experience— despite my fiduciary good intentions.

As I started writing about this, I was surprised to realize that it’s been over eight years since his death.  This post is more keyboard therapy, and also for the benefit of anyone else who might be headed down a slippery caregiver slope.  

I’ll point out where we could have done things differently, and I’ll also link a book & videos which could help.

I wasn’t even sure that I should put this on the Internet.  My beta readers convinced me to completely rewrite it and then publish before I change my mind again.  Hopefully this case study (and its timeline) will help you recognize the issues if they start appearing among your loved ones.

Keep in mind:  I learned nothing during the events leading up to my father’s cognitive decline.  (I learned about dementia and Alzheimer’s care long after we were on the job.)  All of my lessons from this experience were gleaned after months of introspection.

Since this is a long read, I’ll break up the chronological flow with the lessons that I should have learned by that time.  You can scroll to the bold uppercase font of LESSON LEARNED.

I’ll show you where I made my mistakes.  I hope this will help you with your loved ones.

If you use trigger warnings, then please stop reading now… or else buckle up.

 

The Background

For those who are new to this story, my father reached his financial independence in 1987 and retired at age 53.

For the next 22 years he lived such a low-key outdoor lifestyle among the Rocky Mountains that he was spending less than 40% of his small pension + Social Security.  In 2004 when my brother and I tried to convince him to stop gifting us he asked: “What else in the world would I spend it on?  I’m doing everything I want to do.”

In 2008, dementia oozed into his life.  It crept in “on little cat feet” (as the poet wrote)— and then it took over.

Image of Doug Nordman’s father Dean Nordman in 2009, at the visitor’s center overlooking National Monument Park near Grand Junction Colorado. | MilitaryFinancialIndependence.com

Dad, Colorado National Monument Park

Alzheimer’s killed our father in late 2017.

Dad spent his final six years in long-term care.  My brother was his court-appointed guardian, and I was his conservator.  A few weeks after our father died, I also had to step up as a self-appointed executor when my brother simply… flamed out… and stopped doing his part of the paperwork.

Worst of all, in late 2024 John Hancock’s long-term care insurance team re-victimized and gaslighted us all over again.

 

What Our Family Has Done Since 2017:

My spouse and our daughter can vouch that I’m still recovering from these years.  Our daughter’s a military vet (same as us parents), and she’s heard these family stories before.  She’s spent her entire life putting up with my submariner’s snarky black humor, including 15 years with my excessive (possibly obsessive) focus on this topic.  In addition, our son-in-law is still on active duty and staring at his “someday” military transition— while watching the impact of dementia among his family’s elders.

I talk about this for a reason:  I’m trying to desensitize our entire family to the worst-case possibilities of my genome, as well as reassuring our progeny (yet again) that we parents are reducing their caregiver burden if our cognition declines.

We have a full disability plan in place now, and our two generations iterate on it as we learn more.  In retrospect, estate planning was the easy part.  Disability planning is far more complicated— and fraught with even more emotions.

Personally, I’m working on my health with validated tactics from medical research.  I hope my lifestyle efforts overcome my genes!  Yet I have a mental timer ticking down the months until I reach age 74, the same age when my father first noticed his cognitive symptoms.  My 2034 alert may seem macabre but again… submarine engineer… and we humans never know our last day of anything.

As far as dealing with John Hancock’s gaslighting, we turned down their “offer” in early 2025.  I hope to never hear from them again, and if I do then I’m not going to re-engage.  If you’ve bought any products from that insurer, please read the post and be aware of their incompetence.

 

A Reader’s Question

I started writing when a reader asked:

“I am sure you have covered this in other posts, but when your father was dealing with Alzheimer’s:  Why did you just not just rely on a POA, when your father was of sound mind before the dementia, to take control instead of having to use the conservator path?”

 

The Chronology

We’ll start with Dad’s caregiver burnout.

My father was widowed in 1987 when my mother died after a decade of breast cancer.  Mom was a hardcore Registered Nurse, to the extent that she persevered through multiple rounds of chemotherapy and surgery.  My brother and I were in high school when she was diagnosed, and our family was devastated a dozen times by the whiplash of her cancer progression (and her painkillers).  Our parents didn’t talk about these things (“We don’t want you boys to worry”… ?!?), and by the time the cancer spread to her bones we boys had already launched from the nest.  We (especially me on Navy sea duty) weren’t around to help much, and they didn’t ask for help.

The years of caregiver stress hit Dad hard, but at least their finances were in good shape.  While coping with her cancer, they reached financial independence and he eventually retired from his career.

Mom passed away a few weeks after he retired— only a few days before their 28th wedding anniversary.  She was on home hospice and began voluntary stopping of eating & drinking.  Dad understood the signs and told us to come home.  My spouse and I flew to Colorado to spend our final hours with Mom, and she died a day later.  That’s when my spouse and I realized that Dad had completely physically & emotionally exhausted himself during Mom’s final months of painkillers, hospitals, and hospice.

Dad was even more introverted than us, and after Mom died he chose a hermit lifestyle.

In retrospect (I use that word a lot in this post) he was already struggling to handle the caregiving trauma, let alone widowerhood.  He withdrew from family & friends and never formed new attachments.  He lived in small apartments in small Colorado towns (which made it difficult to visit him), and he rarely tried to visit us.  He was not a grandparent presence in our daughter’s life.

 

LESSON LEARNED:  Communication is hard, even without interference from family dynamics.  Beyond that issue, respite care is essential for caregivers before they permanently impact their health.  If you’re not already discussing these perpetual challenges in your family, read Cameron Huddleston’s book “Mom And Dad, We Need To Talk” for her tactics and her sample scripts to use with your family.

 

Another Family Elder’s Dementia

A year after Mom passed, my father ended up caring for *his* widowed father’s struggles with dementia.  It’s another long story (to share some other time), but it started when my grandmother suddenly died after a massive stroke in her late 70s.  After she passed away, our grandfather never updated his powers of attorney or did any other disability planning.

Gramps developed dementia and went another four years without paying bills or filing income-tax returns.  His cognition slowly deteriorated to the point that my father finally got “the call” from the property manager and flew in to visit Gramps.  With lawyers, my father petitioned the probate court for conservatorship & guardianship.  Dad moved Gramps from assisted living into full care and then commuted quarterly between Colorado and Gramps’ care facility in Ohio.

Dad also spent months on forensic financial cleanup:

    • emptying Gramps’ spare bedroom full of unopened mail (including 1980s investment dividend checks),
    •  searching for all of his other financial accounts from earlier years,
    • drilling out safe-deposit boxes, and
    • paying years of delinquent bills.
Image of Doug Nordman sitting next to his paternal grandfather during a nursing home visit in the late 1990s. | MilitaryFinancialIndependence.com

Visiting Gramps in his care facility.

He endured another five years of negotiating Gramps’ financial mess with collection agencies, utility companies, the state of Ohio, and the IRS.

 

LESSON LEARNED:  In retrospect(!), Grandma might have been covering for Gramps’ mild cognitive impairment.  It’s so easy for one spouse to slowly take over for the other, especially if they’re elders who are not yet ready to face the challenges of a diagnosis and the logistics of next steps.  Everything can work out all right for months— as long as both of the couple stay healthy.

 

When they gradually fail at managing their affairs, it might take years for the problems to pile up before other family members or neighbors can step in.  When an elder’s cognition is declining, their easiest response is “No thanks, I’m fine.”

While Dad was dealing with Gramps, I was still on active duty and my brother was busy with his sales career.  We visited Gramps a couple of times and tried to talk with Dad about his own affairs.  Between 1988-2011, however, our father’s perpetual answer to our helpful offers was “I’m fine, boys, and I won’t do to you guys what my father did to me.”

In 2002 when Gramps passed away (age 97, after 14 years in long-term care) my brother and I again suggested that Dad consider at least a POA– and once again we said we were happy to help with any other disability/estate planning.

I didn’t know how to guide a disability discussion, and Dad was dismissive.  As our parent, he didn’t see the need to give us a POA or have us help him manage his money, thankyouverymuch.  Years later I recognized that these pronouncements were accompanied by the Dad Body Language indicating that these discussions were closed.  I’d known Dad for *my* entire life as a towering avatar of reliability and invulnerability, and maybe he saw himself that way too.

For the rest of my father’s life (even after I’d gained the military experience to know better), I told myself stories which were no longer true.

After settling Gramps’ estate, Dad eventually updated his own will.  The lawyer (a longtime friend) did a great job with the will, but neither my father nor the lawyer ever addressed disability planning.

 

LESSON LEARNED:  Our family still didn’t know how to have a constructive discussion about disability planning.  (We would’ve benefited greatly from Cameron’s book.)  By 2002 Dad had largely withdrawn from society, and he felt that he had plenty of time to deal with any disability planning.  Unfortunately he never took the steps, and we didn’t know how to support him or motivate him.

LESSON LEARNED:  Our family also didn’t understand how powers of attorney worked:  regular POAs are invalid when the grantor’s cognition becomes impaired.  *Durable* POAs remain valid during impaired cognition and dementia, and a DPOA would’ve avoided the conservator path.  In addition, DPOAs and conservator appointments are still widely ignored by financial corporations unless they’re on the firm’s own forms.

 

Caregiver Stress– And Worse.

Dad’s decades of caregiving for Mom and Gramps left him with a horrible case of chronic caregiver burnout.  From later evidence it was highly likely that he’d been clinically depressed since the 1980s, and possibly for most of his adult life.

We’ll never know if he ever sought counseling or more psychological help.  He’d never talk about a subject like that with us, of course, and I never found anything in his medical records.

 

LESSON LEARNED:  Caregiver stress is real.  Take care of yourself and learn how to ask for help. Communication is even harder when you’re burned out (and maybe clinically depressed).  Along with respite care and full-time care facilities, please find a caregiver support group.  In-person monthly meetings are best, but even online meetups can help share the burden and relieve some of the stress.
You can benefit from counseling after your caregiver years, simply to recover from the emotional impacts.  Grief is a forest fire with new growth:  the damage never completely goes away, but new growth surrounds it.  You’ll never stop grieving, but you’ll develop a better perspective on it.

 

 

Image of a burned-out forest with a sprig of fresh growth as a metaphor of dealing with grief. | MilitaryFinancialIndependence.com

Grief persists while new growth surrounds it.

Dad’s burnout made him very cynical about healthcare.  In the 1980s-90s he despised “being a lab rat” and he avoided doctors.  During those decades he never had any major accidents or illnesses requiring medical care, and he never sought preventive care— not even a flu shot.  In 1999 when he finally visited a doctor for a minor hiking injury, his “routine” blood test showed advanced prostate cancer.  Back then the treatment was a radical prostatectomy.

He was 65 years old at that diagnosis— the same age I am at the time of this post.

Being my father, he told “us boys” that he didn’t want us to take care of him after the surgery.  When we asked about visiting nurses, he insisted that he already had help.  Also being my father, his “help” meant that he called a taxi to take him home after the hospital discharge.  And since he’s my father who never seemed to be sidelined by illness or pain, he recovered quickly.

 

LESSON LEARNED:  Practice your preventive care– *especially* if you’re a caregiver or if you have a family history of anything. The military wants to keep servicemembers fit to fight, and after our service we should use that experience (and discipline) to stay fit for a full & happy life.  Find a way to maintain your own health, even if it’s as rudimentary as flu vaccines and walking on a treadmill.

 

Long-Term Care Insurance

We all moved on with our lives.  Dad eventually moved to an apartment in Grand Junction.  I retired from active duty (on Oahu, where my spouse and I still live today) and my brother stayed near Denver.

In 2004 I offered Dad a chance to sign up for the Federal Long-Term Care Insurance Program, because I’d learned he was eligible as the parent of a military retiree.  He  thought his policy was good enough.

We did the math, and he was right:  his John Hancock LTC policy was even more comprehensive & cheaper than the FLTCIP.

Years later, though, this Hancock insurance turned out to be a separate problem in our lives.  Generous LTC policies like Dad’s were woefully underpriced (due to optimistic actuarial projections) and those payouts nearly bankrupted the company.

This led Hancock to play defensive corporate hardball with tactics familiar to many military veterans: lie and deny until they die.  I’ll never do business with them, and our family has self-insured for our long-term care contingency.

The good news from our LTC discussion is that he designated me as his emergency contact if he stopped paying his LTCI premiums.  (This is a common backup with LTC insurers.)  He even sent me $1000 to cover the premium “in case I needed the money.”

 

LESSON LEARNED:  Read this post’s “Related articles” (at the end) about long-term care insurance and John Hancock. The FLTCIP has also closed to new clients for at least two *more* years and may never re-open to military families.  When you assess your needs for long-term care insurance, use an independent insurance broker to analyze permanent life insurance policies which have a long-term care rider.  They’re expensive and imperfect, but they’re better than the FLTCIP and other 20th-century policies.
Keep talking with your loved ones (Cameron Huddleston’s book again) by sharing your own plans for your health and your long-term care.

 

Medical Signs Of Potential Dementia

In 2005 (age 71) Dad’s body stopped regulating his blood pressure, despite his years and miles of hiking.  We never got an answer on the cause.  (It could have been genetic, or his extra 25 pounds on a mediocre carb-heavy diet, or his fondness for salty food.)  He and his doctor went through nearly six months of different BP medications (and nasty side effects) before settling on lisinopril.

There’s a strong correlation between BP and dementia, and we’ll never know how compliant he was with this prescription.

In mid-2008 he noticed symptoms of “slipping memory”, and his primary care physician gave him a referral to a geriatrician for cognitive testing.  Dad didn’t mention it to us— even if he had remembered it, he wouldn’t have wanted us to worry.  I only know about this referral because in 2011 I found the PCP’s visit summary misfiled in Dad’s four-drawer cabinet.

There was no record of any visit from the referral.  Apparently the PCP never followed up, or Dad insisted he was fine, or he never revisited the PCP.

Finally in late 2009 (age 75) Dad sent us his hand-written letter that his slipping memory (the term he used for the rest of his life) made it too hard for him to use e-mail. Due to his hermit habits, with months between e-mails and years between visits, it was our first clue that he was struggling.

 

LESSON LEARNED:  Keep the lines of communication open.  (Yes it’s a theme.)  If in-person visits are impractical, and an elder’s hearing or vision is too impaired for video calls, then find another way to keep talking.  Even e-mails or texts are useful for knowing that they’re still in touch.
“Communication” includes sharing your health information with other family members who need to know about their family medical histories.

 

Dad’s letter earned him all sorts of the wrong kind of attention.

My brother and I immediately visited Dad’s 2BR apartment (in Grand Junction) for a family reunion.  By then Dad was clearly (even to us) in early-stage dementia, yet he was coping with this new normal because of his engineer’s huge cognitive reserve.  (Writing as an engineer:  this hypothesis suits my confirmation bias.)  Back then my brother and I knew nothing about Alzheimer’s, but with Gramps’ history and Dad’s BP prescriptions we were thinking chronic medication side effects or intermittent vascular dementia.

Dad was functioning with his lifelong habits of checklists, wall calendars, notebooks, Post-It notes, and fridge/freezer labels.  He was cooking & eating his usual meals, although he regularly searched his kitchen cabinets (in an engineer’s clockwise spiral, of course) to remember where he’d put the dinner plates.

He admitted that he occasionally struggled to balance his checkbook. (He wrote a dozen paper checks per month and might have forgotten to enter them in his register.)  His contingency for that problem was letting his checking account grow to a “buffer” of $25,000 (over $37K in 2026!) so that he didn’t have to worry about bouncing monthly payments of a few thousand dollars.

My brother and I didn’t have a diagnosis for Dad’s cognitive decline, and we didn’t even understand the different types of dementia.  We had no idea how to cope with his symptoms or guide his behavior.

 

LESSON LEARNED:  Denial and procrastination are far too frequent among the families of people struggling with mild cognitive impairment.  Ignorance makes it easy to delude yourself into thinking everyone will be all right.  As your elders reach their 70s, make the time to learn more for yourself about potential dementia symptoms and medication side effects.  Awareness won’t avoid the problems, but they’ll help you handle them more effectively.

 

Communicating With Dementia

Today I know that early-stage Alzheimer’s patients can no longer follow a conversation– let alone a logic flowchart or a caregiver discussion.  The easiest answer that an elder can give in these confusing situations is “No thanks, I’m fine.”

During our visit, Dad shut down all discussions of POAs, checkbook help, or any other support.  His comment about his $25K buffer in his checking account was his example of how he was “Just fine, boys.”  (It’s a recurring theme, right?)  At one point when I forgot a detail of an old family story, he even teased me a little about *my* slipping memory.  When I suggested visiting a few community assisted-living facilities (as Gramps had done in the 1970s) Dad said “Nah, that’s for old people.”

The second evening of our visit we watched “The Sound Of Music” on TV, a family favorite which we’d seen at least 82 gazillion times over the last four decades.  At the dramatic peak when the family escaped from the Nazis, Dad said “Ah geez, this movie isn’t going anywhere, I’ve had enough” and changed the channel.  He’d enjoyed Julie Andrews’ movies & songs many times since the 1960s but he didn’t even recognize her.

When Dad showed us around Grand Junction, his driving was flawless.  Yet he admitted that he sometimes forgot how to get back home after errands, and he’d drive an (engineering) expanding search grid until he recognized his surroundings.  He said his worst-case solution was a card in his wallet with the contact info of my brother and me.  If his search grid didn’t help his short-term memory then he planned to call 911 and have the police contact us.

Dad even told me that he started his 10-mile mountain hikes by going uphill until he was tired.  If he got lost, he knew to head downhill until he reached a path, a road, or the parking lot.

After our second day of this family reunion, my brother had to return to work (in Denver).  After three days, it was clear that I’d overstayed my welcome.  I headed home too.

 

LESSON LEARNED:  After every visit with a loved one who’s struggling, make the time to communicate with your other family members about what you’ve seen and heard.  Share data without trying to diagnose or advocate, but make it clear that you’re concerned about next steps.

 

Tactics If When Elders Refuse Your Help

Back home on Oahu, I consulted Vivia from our local Ho’okele Health Innovations startup.  I know the co-founders well and I trust their experience.  I was also still blissfully unaware of my ignorance.

Their advice (revealed gradually and tactfully among many questions) was that there’s no easy answers.  My best approach was to avoid arguing with Dad (to preserve what was left of our communication) and to wait him out.  They suggested that I hire a geriatric care manager in his area, have them start a client file, and give them the info to step up when the crisis happened.

 

LESSON LEARNED:  I’ve heard from first responders that they love this approach.  While they’re busy with the 911 call, it’s a tremendous help to hear from a GCM who can coordinate with the hospital… because that’s how most of these “wait ‘em out” situations finally end.

 

The GCM we hired in Grand Junction said the hospital and the police routinely asked her if she had their latest patient/victim in her files for family notifications.

After our late 2009 visit, my brother and I checked in with Dad occasionally.  His hearing loss (and his refusal to use hearing aids) made phone calls a frustrating experience for everyone, but we’d try to leave voicemail and we’d hope that he’d check in with us.

Since phones and e-mail conversations were out of the question, I used letters and snail mail.  His few (hand-written) responses were variations on “I’m fine, boys” with visibly declining vocabulary and handwriting.  He never phoned us again, and after six months he stopped writing letters.

 

LESSON LEARNED:  Alzheimer’s patients gradually lose the ability to comprehend what they hear or read, and they’re not aware of it.  Our calls & letters only helped keep open the lines of communication with him.  It also made me feel better, and I was still blissfully ignorant optimistic that this icon of my life would take care of himself.

LESSON LEARNED:  “Wait him out” might be good advice for social elders, but it’s a Very Bad Idea for hermits.  Even when he was alone in his apartment we should have maintained regular face-to-face contact (at least weekly) to check on meals, housecleaning, laundry, groceries, and doctors.  We could have asked him to help us do our own chores or to drive us to “our” doctor appointments while we at least socialized the idea of helpers for his daily life– and while we tried to encourage assisted living.

 

Instead, I later learned (from Dad’s credit-card receipts) that he spent 2010 drinking himself into a duodenal ulcer.

As a classic social drinker from the 1950s, alcohol was a constant presence.  (He offered me my first beer at age 13, but I digress.)  He usually had beer or wine with restaurant lunches.  As soon as he got home from work he’d have a watery scotch and “top it off” for dinner.  After dinner he might have another watery scotch.

In early-stage Alzheimer’s, you don’t have the short-term memory to keep track of anything, let alone your alcohol consumption… even when you’re sober.

By the back half of 2010 he was up to a pint of Wild Turkey or Old Grand-Dad per day.  His credit cards showed that he’d still go out to lunch, but he’d stopped buying groceries for his usual breakfasts & dinners at home.

 

LESSON LEARNED:  This was a surprise to us, and the solution is harsh.  Find a way to make alcohol less attractive.  Remove alcohol from their home, or replace it with another liquid like water, tea, or non-alcoholic beer.  In addition, if you have any family history of dementia or excessive alcohol use, then maybe it makes sense for you(!) to stop using alcohol now.  The following paragraphs demonstrate how I found the motivation to stop my alcohol consumption.

 

At 3AM on 27 February 2011 I got the hospital phone call:  Dad was recovering in the ICU.  The ER surgeon’s first question was whether my father was an alcoholic– Dad’s stomach had no food and his ulcer had leaked alcohol into his peritoneal cavity.  He was still unconscious but he was out of danger.  He was weak from malnutrition and had a long recovery ahead.

I later learned that Dad woke up at midnight in horrible pain from the ulcer.  He’d stopped using phones because of his hearing loss, and by then I doubt he remembered how to dial 911.  Being Dad, he put on his coat and started walking down the apartment stairs to drive himself to the Emergency Room.

A neighbor (coming home from a late shift) saw Dad in the parking lot and could tell he was hurting.  Dad was incoherent with pain (and alcohol), so the neighbor drove him to the ER.  (Dad would have wrecked his own SUV if he’d tried to drive.)  The neighbor and the ER team could smell the alcohol but they interpreted Dad’s pain & words as a heart attack.

The doctor couldn’t get Dad to lay still for an EKG, and eventually he lost consciousness.  The EKG was fine, they moved him to a CT scanner, and they found the ulcer in time.  (The surgeon used the term “slash & mop.”)  The hospital did an outstanding job of saving his life.

I called the GCM, who visited the ICU and helped with the admissions paperwork.  I flew in the next morning and my brother came over after work.

 

LESSON LEARNED:  Hiring a GCM in advance is worth the time saved in a crisis.

 

Although my father didn’t understand what had happened, doctors were authority figures in his life.  He wanted to go home but he politely agreed with the “prescription” for six weeks in a rehab facility.  We all scrambled to find a care facility in Denver (near my brother), and Dad was discharged after four days in a recovery room.

As Dad recovered, he let me “borrow” his keys to fetch clothes & toiletries.  I had copies made at the local hardware store.  When he was asleep I’d drive over to search his apartment and assess the chaos.

Although checklists, calendars, and Post-Its were still everywhere– they’d been neglected for weeks. His fridge and freezer were empty.  His mail was piling up and his bills hadn’t been paid for two months.  He had a two-foot stack of daily newspapers in a closet.

 

LESSON LEARNED:  Don’t waste your time on explanations to a dementia patient.  They can’t follow the logic and they’ll feel patronized– or even argumentative.

 

Find polite ways to get them to comply with an authority figure like doctors or nurses.  Find ways to motivate a dementia patient to work with you, like bringing them something they want if they give you something you need.

 

Financial Caregiving

During Dad’s hospital stay I made a rookie caregiver mistake… and it eventually cost us nearly $10K to recover from it.

He was restless in the recovery ward, and he hadn’t paid his bills since December 2010.  As he sobered up, he kept fretting that he’d forgotten to pay his rent (he was right).  He needed something to occupy his attention or he’d wander all over the hospital.

I solved those problems by fetching his mail and his checkbook.  He struggled to fill out his checks, so I wrote in the blanks.  He signed them and I dropped them in the mail.

When those checks were processed and eventually deposited back at his small-town bank, the teller knew (from the small-town gossip network) that he’d been in the hospital.  She recognized the different handwriting styles on the checks and alerted her manager.  The bank cleared the bills but the manager left voicemail for Dad to call her.

When I explained the situation to the manager, she sympathized but she still locked his checking account.  (This account received his pension & Social Security deposits.)  She knew Dad, and he might have been able to cajole her into agreeing to a DPOA if he was having a good day, but he never left the care facility again.  It’s really hard to get a notary to visit a care facility, too.

 

LESSON LEARNED:  By then I’d already found Dad’s bank login & password, so I should have gone online and paid his bills for him.  Yes that’s a misdemeanor (or maybe a felony?) but I was being a fiduciary and the bank would never have noticed the difference.

 

The following week, after long discussions with our GCM and a lawyer, we petitioned the probate court for appointments as conservator (me) and guardian (my brother).  My well-meaning naive mistake set us back several months and nearly $10K in legal fees.  I also paid over $25K of Dad’s care-facility expenses (out of my own money) before we finally had the authority for Dad to reimburse us.

It’s a very good thing that my spouse and I were already financially independent and could sell a few shares of our investments to cover Dad’s expenses.  I’m sure the care facility would have understood our legal delays in accessing his accounts… and I’m equally sure they would have piled on the extra fees & interest charges.

Once we had our court appointments, Dad’s final six years were less difficult– but never less stressful.

 

LESSON LEARNED:  If a loved one needs chronic care, where will they find the money to pay for it? How long will your family’s emergency fund last?  How (and when) can you access their assets to set up payments?  What other community resources are available to you?

 

Military Service

Here’s an important point for military families– especially draftees before 1973.

When I met with our GCM and a lawyer about the next steps for Dad’s care, the lawyer’s very first question was “Is your father a military veteran? Do you have a copy of his DD-214 discharge papers?”

Dad was wealthy enough (and insured) to pay for long-term care, but caregiving professionals still want to know about veteran’s benefits like VA Aid & Attendance, VA healthcare, survivor benefits, eligibility for an Armed Forces Retirement Home, state Veterans Homes, and other support.

Dad was a typical Cold War conscript, drafted in 1956– right after being hired by Westinghouse Electric as part of his co-op college degree in electrical engineering.  When he finished recruit training and Armor School, he was declared to be in a “critical occupation” and transferred (as a private) to the Army’s Individual Ready Reserves (inactive status) for six years.

Being my Dad, he rarely talked about his Army service– even after I joined the Navy.  I heard more about his service from my grandparents, uncles, and aunts than from him.

Also being my Dad, he had a huge four-drawer file cabinet full of important papers and correspondence going back to the 1930s.  Despite his meticulous retention and tabbed folders, I had no idea where his DD-214 could be.

The “good” news is that I knew (from our family stories and photos) roughly when he was drafted and when he was sent home.  Even without his DD-214 I was able to determine that he’d never served for long enough on active-duty orders that would qualify him for veteran’s benefits.

Apparently his military service wasn’t important to him, because it took me over a year to finish sorting through all of his files.  I finally found his DD-214 tucked away in a thick folder of “Miscellaneous”, and it was still creased into the original envelope.  He’d apparently opened it and then tossed the entire envelope in the file folder.

His only service memorabilia was a couple of graduation certificates and marksmanship awards.  It took me months to find those too.

The lawyer was very knowledgeable, professional, and polite– but I was embarrassed.  I’d been retired from active duty for nearly nine years by then, and I still didn’t know about elder VA benefits?  Worse, I was even more stressed by my ignorance and worried about what other gaping deficiencies in my knowledge would affect my Dad’s care.

 

LESSON LEARNED:  Store a copy of your DD-214 in a safe place for a caregiver’s use.  If there’s an elder vet in your family then check with them on their DD-214.  Consider learning more about their career– and their military benefits.  You can research their eligibility for VA healthcare and other benefits on the VA’s websites.
If you’re not familiar with any of this, then contact a Veteran Service Officer (they’re free) or your local chapters of the American Legion, Disabled American Veterans, or Veterans of Foreign Wars.  They have far more experience at helping families with these questions.

 

More Caregiver Stress

During Dad’s residence in his long-term care facility, I learned a lot about financial caregiving.

I spent six years under the benevolent oversight of the Denver probate court, which required regular reports and detailed accounting.  My conservator’s appointment had to be renewed each year (after my reports had been approved) and I’d even had to sign an extradition agreement permitting a Colorado judge to reel me in from Hawaii if I misbehaved.

Dealing with the financial bureaucracies of care facilities, insurance companies, and pharmacies is hard enough.  Doing it under the probate court doubled my caregiver paperwork– and my personal stress.

I had to include a comprehensive daily expense register with my annual reports.  I also had to project his annual expenses and summarize his investment performance.  If Dad was going to need Medicaid benefits, the state wanted to know long in advance.

Those reports were probably rubber-stamped by the judge as they re-issued my appointment, but every year I was asked questions by a clerk of the court or had my own questions for their pro-se (“self help”) office… and more forms to fill out.

The Denver probate court was very professional and responsive.  Yet every time I had to submit more correspondence, I reflected on how all of this could have been avoided with a durable power of attorney.

During Dad’s final six years, that DPOA oversight by our family added reams of paperwork (and more caregiver stress) to our lives.

When he passed away, all of his accounts were distributed by beneficiary designations.  Although we had to file his will with the probate court, his remaining assets were below the threshold for probate.  We never had to request an executor’s appointment as the estate’s personal representative, and I only needed his Estate ID number for his estate tax return.

Image of eight separate forms filled out by the author as a conservator (for the Denver probate court) to close out the conservatorship after his father died. | MilitaryFinancialIndependence.com

Death certificate + seven more legal forms.

However I also had to file eight separate forms with the probate court to close out my conservator’s appointment.  I’m sure they were just as tired of processing them as I was of preparing them.

 

 

LESSON LEARNED:  As hard as it can be to have an estate plan, a disability plan, a durable POA, and maybe even a revocable living trust– maintaining a conservator’s appointment is far more work and stress.

 

Our Own Family Plan (This Time We Really Mean It)

In 2016, when our daughter returned to the U.S. from overseas duty, we gave her a durable power of attorney over our Fidelity Roth IRAs and our joint taxable account.  (Fidelity makes this painful to execute, yet it’s worth the effort for its reliability.)  We also added her as a joint owner of our checking accounts, although a designation as an “authorized signer” or “trusted user” may be more appropriate.

More importantly, our daughter takes great comfort in understanding how to manage our finances if necessary.  Our generations talk about our money moves All. The. Time. (usually over a weekly family dinner) and our daughter knows how to step up when it’s necessary.

Over the next few years, my spouse and I had the difficult discussions with an estate-planning lawyer to put the final touches on our disability plan.  It’s held up well since then.  Our design is an extreme example, and the lawyer was initially very reluctant to implement it.  Our daughter is comfortable with the paperwork and the law firm, and we’ll keep refining our tactics.

I still have no idea how the rest of my life will turn out.  We might not ever need any of this.

Yet unlike my father & grandfather, I have a contingency plan and it’s already in place.

As I frequently tell our daughter & son-in-law:  we may be the world’s greatest parents, but we’re doing this so that nobody else should have to suffer our caregiver stress.

We’re treating them the way that we wish we’d been treated, and we’re present in our granddaughter’s life in a way that our daughter never had a chance to experience.

 

The final LESSON LEARNED:

If you know Cameron Huddleston, you might conclude that she’s an angel among caregivers.  I met her in 2017 at a FinCon when she was caring for her mother while writing “Mom and Dad, We Need to Talk.”

She interviewed me for part of a chapter, and we’ve stayed in touch.

You can guess what she advises, but I highly recommend the book for its guidance on how to set up the conversations– and her scripts on how to avoid being dismissed with “I’m fine.”  We met up again at the Bogleheads 2025 conference, where she gave her talk on financial caregiving.  (Cameron has a YouTube channel, and her talk will be on the Bogleheads channel.)

We even ended up having small breakout sessions with other Bogleheads attendees.

As I wrote earlier:  if you’re a caregiver, I strongly recommend joining a caregiver support group.  (In-person is best, but even online can be helpful.)  In addition to the emotional support, you’ll learn a lot faster from people who are willing to share.  If you’re under caregiver stress then the group could even save your life.

 

Call To Action

We professsional bloggers are expected to conclude our ramblings with a ToDo list.  Here’s yours:

1.  Read or listen to Cameron Huddleston’s book, and work on communications among your generations.

2.  Start building your disability plan with a durable power of attorney.

3.  Create your disability plan.

I’m happy to answer questions about the details, and if you’re on Oahu then I strongly recommend interviewing estate-planning lawyers like Sterling & Tucker.

 

 

 

There are no affiliate links or paid ads in this post.  Try your military base library or local public library before you pay money for these books– in any format.

 

Military Financial Independence on Amazon:

The Military Guide cover
  • Reach your own financial independence
  • Retire on your terms
  • Success stories and personal checklists
  • Royalties donated to military charities

Use this link to order from Amazon.com!

Raising Your Money-Savvy Family on Amazon:

The Money-Savvy Family cover
  • Reach your own financial independence
  • Teach your kids how to manage their money
  • Specific tactics from my adult daughter
  • Checklists and spreadsheets for your family

Use this link to order from Amazon.com!

 

 

Related articles:
In Memoriam: My Father  (includes links to all of my financial posts about his long-term care)
Yet Another John Hancock Long-Term Care Insurance Update
Will Your Retirement Plan Handle Long-Term Care Needs? How Your Genome Impacts Disability, Caregiving, And Estate Planning
Family Estate Planning For Your Disability
“Mom and Dad, We Need to Talk” by Cameron Huddleston (all formats)
Extension of Suspension Period for Federal Long Term Care Insurance Program
(Effective 19 December 2024 for two more years)
Military families: hearing aids
VA Veteran Service Officers
VA Eligibility for Health Care

Posted in Financial Independence, Insurance, Investing & TSP, Military and Veterans Benefits, Military Life & Family, Military Retirement, Money Management & Personal Finance, Mortgage & Real Estate | Leave a comment

“But Nords, You Have A Pension!”


 

I’ve been a member of the Millionaire Money Mentors forum since late 2020. It’s tremendously accelerated the financial independence of its members, including a number of military veterans (and a few servicemembers). I’ve learned a lot from the other mentors, and my spouse and I have saved tens of thousands of dollars with their advice.

On that forum, one of our Perpetual Internet Debates concerns the success (and rare failures) of the 4% Safe Withdrawal Rate.

You’d think that a bunch of millionaires (with median net worths of $5M) would feel sublimely confident that their money will last for at least 30 years, and possibly for the rest of their lives.

You would be wrong. Horribly, almost universally wrong.

 

“What If The Money Runs Out?!?”

Image of Screaming Facemask from Edvard Munch painting "The Scream" | MilitaryFinancialIndependence.com

Is it really this bad?

Like every other military family (and most other humans), millionaires are concerned that there’s not enough safety margin in the 4% SWR. (Spoiler: Yes, yes there is. It’s built in.) Wars could break out. Bad recessions could happen. Unexpected expenses could pop up. Inflation could run wild. The kids’ college tuitions are unpredictable. A family member could get sick or hurt.

And despite being millionaires, we might never earn another dollar ever again in our entire lives…?!?

I know— it seems silly when I write it that way. Yet the scarcity mentality is one of the strongest emotions in behavioral financial psychology, and it affects millionaires at least as badly as people who are still on the path to financial independence.

Everyone on that forum can do math, and many of them have had high-earning careers. Yet the skills which build wealth to financial independence (while also waaaaaay overshooting the 4% SWR) do not translate well into the confidence of living our best lives. If anything, the seductive temptation of Just One More Year syndrome is worse. If it “wasn’t that hard” to build the first $5M, then why not stick around for $6M? $8M? Maybe $10M tops.

Those of you who’ve read this blog for a while can predict I’m “that guy” who pounds hard on the theme of using the 4% SWR as a tripwire for starting your new life transition. After you reach FI, then keep working if you find it challenging & fulfilling— but as soon as the fun stops then it’s time to change your job, or change your career, or simply change your life.

 

What About A Military Pension?

In mid-2026 I’m celebrating a dubious milestone of financial independence: collecting an active-duty pension for longer than I’ve collected military paychecks.

(And yes, I’ve included 47 months of midshipman pay in that comparison.)

I’ve been writing about inflation-adjusted pensions for over 20 years, and I’m fluent in four different military pension plans going back to the 1970s. I’ve recently added Social Security to my multi-lingual annuity skills. I’ve engaged in hundreds of Perpetual Internet Debates about the Consumer Price Index and various Cost Of Living Adjustment algorithms.

Inflation-adjusted annuities are one of the world’s most powerful compounding wonders. For example, my military pension (using the same Consumer Price Index calculation as Social Security) has risen 82.4% over the last 23 years.

Looking back on this from my mid-60s, sticking around for a military pension must seem like a pretty smart decision. I can still hear my Great Depression-born father-in-law’s retention recommendation from 35 years ago: “Just keep taking their money until you can retire!!”

Of course we’ve all heard of those legendary triple-dipping unicorns with military pensions, civil-service pensions (from a bridge career), and Social Security… including the survivor benefits attached to those annuities.

Even more ironic:  only 15% of military veterans end up retiring with a pension.  That’s fewer than 1 out of 6.  Maybe it’s higher for officers in some services, and a lot lower for enlisted infantry in the other services– that particular data doesn’t seem to be public anymore– but over the last 30 years it’s consistently 15% across the entire Dept of Defense.

You don’t need a pension to reach financial independence in the military.  It sure speeds up your FI, but it’s only worth the sacrifice if you find your career challenging & fulfilling.

However there’s another side of earning a military pension: I burned a big chunk of my life energy for extra money that I’ll never need.

Today that excess is going straight to philanthropy and family gifting.

I first wrote about the issue in 2013 with this post from the Internet Archive, and that became the legendary “Don’t Gut It Out To 20” post.  A decade later it’s still on the first page of most search-engine results.

With my background, it’s still frustrating to deal with these comments:

“Nords, your annual spend is covered by pensions, right? I wonder if the typical investments-only retiree (without a pension) would have cut spending or even gone back to work in 2001 and 2008-2009? Nonetheless, your experience is helpful in giving many of us more confidence!”

 

Grow Your Own Pension

The 4% SWR is based on [assets of 25x *net* annual spending], and that net is [gross income – all expenses]. For over two decades, my spouse and I have spent all of my inflation-adjusted pension and then spent more from our assets at the 4% SWR.

Is that different from the investments-only retiree who doesn’t have a pension? Math and logic would claim that this is only a difference in net expenses.

Image of baby wrapped in blue fuzzy warm security blanket | MilitaryFinancialIndependence.com

Feels great, right?

Once again, though, the emotions of behavioral financial psychology view pensions as big, comfy, warm, fuzzy security blankets.

There’s a very real psychological background behind a pension: paychecks.

After decades of working for financial independence, retirees get an incredible emotional boost even from building their own synthetic paycheck. These feelings will always derail the math & logic of the total return (and tax efficiency) of cashing in the growth from retirement accounts.

From a retiree’s perspective, inflation-adjusted military pensions look like the world’s best income stream. We’re not going to dwell on the very real survivor bias of its accompanying VA disability compensation.

 

What about other inflation-adjusted income streams?

If you want a reliable pension but don’t want to risk the injuries to earn it— no problem! You can still go “buy” one. For example there’s:

  • Treasury Inflation-Protected Securities or I bonds (held to maturity)
  • a diversified collection of investment rental properties or REITs,
  • dividend equity index funds like the iShares Select Dividend ETF (DVY) held for the long term (>10 years),
  • a civil-service pension from federal or state governments (although less than fully adjusted for the CPI), and
  • Social Security (for those who have enough work credits).

You still have to be willing to pay for those income streams: higher income-tax rates outside of Roth retirement accounts.

Image of Kamchatka brown bear roaring with fangs bared to simulate the fear of a bear stock market | MilitaryFinancialIndependence.com

Is the stock market really this dangerous?

Ironically there’s an even better inflation-beating annuity which makes most investors run away screaming: a total stock market index fund. Over the long term (>10 years) it grows faster than inflation (math & logic), but nobody *likes* (there’s an emotion word again) the short-term volatility.

By choosing a military income stream with zero volatility, we pay a tremendous opportunity cost for the emotional comfort of better sleep at night. To see the math of that difference, compare the total return of any 30-year TIPS or I bond to the same 30 years of a total stock market index fund or a S&P500 index fund.

That’s why I bang so hard on my one-key piano telling military families that they don’t need to gut it out to 20 for a pension. And now that the military has moved to the Blended Retirement System, the stock market returns of the Thrift Savings Plan are even more compelling than legacy military pension systems.

 

What About Those Unexpected Expenses?

In our case– after nearly 24 years of retirement– our core spending (food, shelter, transportation) is accurately and precisely dialed in. We’ve optimized for quality, efficiency, and sustainability.

Entertainment and repair/replacement budget categories are also accounted for. We know what we enjoy doing, and we’ve optimized our ways of doing that too. We’ve made reasonable projections of how long our possessions and activities will last, and how much we’ll spend to maintain or replace them.

During economic recessions, discretionary spending is even less of an issue! We’d already planned for that spending (as part of our financial independence) and we’d saved & invested the assets to pay those expenses. Recessions mean that businesses are competing even harder for our money, and they’re willing to offer more value (or charge less). When it came time to spend the money, the recession usually included a significant price reduction.  The “variable” part of our spending happened without any further action from us.

Today the vast majority of our discretionary spending is legacy (family gifting) and philanthropy. That’s how we know we overshot the FI goal line (the tripwire of the 4% SWR) during our active-duty careers.

We could redirect that spending anytime we want (that’s the definition of “discretionary”) if we encounter new medical expenses (as we age) or even long-term care.

If we cut that gifting & philanthropy from our spending (out of a scarcity mentality) then it would only add even more digits to our net worth and our estate. Hopefully we’ll avoid estate taxes (especially Hawaii’s notoriously low exclusion for estate taxes) and we prefer to “give with warm hands.” We want to spend the money now, while we’re all still around to discuss it with our family and enjoy the experience together.

 

Your Call To Action

You’re already saving & investing for your financial independence, while still enjoying a sustainable quality of life during your working years.

You’re also going to base your FI number on a reasonable budget for both core expenses and discretionary spending. By “reasonable” you’re going to use historical long-term base rates of market returns (for your asset allocation) and for inflation (the CPI).  Use the official data– don’t just make up stuff in a retirement calculator.

If you want the security blanket of a pension, then build it into your asset allocation! For those who qualify, Social Security could be all you need. If you want more pension income then pick an asset allocation to support it with the inflation-fighting bonds, or real estate, or dividend equities mentioned above.

If you’re going to be conservative in your assumptions, then don’t mess with the base rates. Instead, do it with your expenses.   You’d assume that some of your spending might be higher in some years (blowout fantasy vacations), or that you’d replace some of your possessions more frequently.

Once you’ve tweaked your budget, you’re going to plug that conservative number into the 4% Safe Withdrawal Rate.

As you approach the trigger of the 4% SWR, start designing your FI life. Keep working as long as it’s challenging & fulfilling, but when the fun stops then it’s time to make a change.

Don’t gut it out for a pension— and don’t gut it out for some arbitrary margin beyond the 4% SWR.

 

 

 

There are no affiliate links or paid ads in this post.  Try your military base library or local public library before you pay money for these books– in any format.

 

Military Financial Independence on Amazon:

The Military Guide cover
  • Reach your own financial independence
  • Retire on your terms
  • Success stories and personal checklists
  • Royalties donated to military charities

Use this link to order from Amazon.com!

Raising Your Money-Savvy Family on Amazon:

The Money-Savvy Family cover
  • Reach your own financial independence
  • Teach your kids how to manage their money
  • Specific tactics from my adult daughter
  • Checklists and spreadsheets for your family

Use this link to order from Amazon.com!

Related articles:
“Hanging On For The Military Pension”
Don’t Gut It Out To 20
The World’s Best Asset Allocation
Asset Allocation Considerations For A Military Pension (or VA Disability Compensation)
“Why Do We Start Our FI With Two Years’ Expenses In Cash?”
“What If The 4% SWR Fails?”
Our Retirement: The Spending Smile Of Financial Independence
Fear And Despair In The Time Of Bear Markets
Covering a Mortgage in Retirement

Posted in Career, Financial Independence, Military and Veterans Benefits, Military Life & Family, Military Retirement, Money Management & Personal Finance | Leave a comment

In-service Roth Thrift Savings Plan Conversions


A reader asks:

When you’re in the Blended Retirement System, does it make sense to convert the traditional TSP’s agency & matching contributions to the Roth TSP?
It looks like an interesting new feature with the 2026 changes to the Thrift Savings Plan.

The Short Answers:

Yes, if you’re below the ranks of O-4 or E-7– even if you’re getting sea pay, submarine pay, flight pay, or other specialty pays.

“Probably” if you’re at or above those ranks.

The Long Answer (2500 more words):

Image of the logo of the Federal Retirement Thrift Investment Board seal | MilitaryFinancialIndependence.com

It took a while!

Starting in January 2026, military servicemembers will be able to convert most of their traditional TSP balance into their Roth TSP.  It’s a great way to accelerate your financial independence.

The Federal Retirement Thrift Investment Board has been discussing in-service conversions for most of 2025,and the implementation announcement was finally released in November.

Is an in-service conversion worth the effort? Well, it’s a highly individual decision— but it’s a great idea if you already have a small tax bill.  Read the discussions below and then check your math.

 

Active-duty Military Families Have Low Income Taxes

The biggest issue is figuring out whether you have a small tax bill. Military families find this hard to believe: their total compensation is taxed less than civilian families.

Yeah, I was skeptical when I learned this, but keep reading.

As you’re already keenly aware, military compensation is lower than the equivalent civilian occupation, so it starts with a lower tax burden. In addition, only military pay is taxed— not allowances for housing & food. Other benefits (part of total military compensation) aren’t taxed either.

It gets better than lower tax rates on lower pay: junior military families are frequently eligible for tax credits like the Earned Income Tax Credit and child tax credits. They might pay very little in federal taxes.

And finally, if you’re a resident of a state that doesn’t tax your military pay, then your total tax bill is even lower.

When you’re in the earlier stages of a military career, you’re probably paying the lowest income taxes of your entire life.  (I’m 65 years old.  You don’t have to ask me how I’ve learned that.) If you’re in the 10%-12% federal income-tax bracket (and especially if you have tax credits) then you have plenty of room for small annual in-service Roth TSP conversions.  Even if you’re in the 22% bracket, those tax credits might still give you some room for conversions before you actually have to pay tax on dollars earned at the 22% rate.

Those small tactics have big impacts. Do it while you’re younger (and paying lower income taxes). Later in life, compounding can sneak up on you.

 

The Exponential Growth Of Compounding

Image of exponential compounding of money culminating in a rocket launching straight up | MilitaryFinancialIndependence.com

That rocket sneaks up on you.

We humans suck at estimating exponential growth. In the first 10-15 years of saving & investing, that growth looks linear. It can even feel frustratingly slow & boring! It takes a long time for the exponential part to become apparent, but once it starts then it moves more quickly every year. By the 20th year, that linear growth slopes upward even more sharply and goes hyperbolic… in a very good way.

Exponential growth means that money in your traditional retirement accounts can compound later in life to create what one accountant calls a “time bomb.”

You might have been in the 10%-12% income-tax brackets when you first contributed that money to your retirement accounts, but when you finally have to start withdrawing some in your 70s, it could be taxed in the 22% bracket— or even higher.

 

“I’ll Do Roth Conversions When I Reach Financial Independence!”

I hear that a lot. We already know that military families with a high savings rate can reach FI in their 30s or 40s even without a military pension. After that you’d stop working for money and you’d still have plenty of time to tackle those Roth conversions in your TSP and IRAs, right?

Here’s the thing: very few of us veterans stop earning money after the military. Even if we retire with a pension, we still transition to bridge careers in overwhelmingly high numbers.

Vets can personify excellence without arrogance. We have tremendous human capital, and we have the soft skills that employers want. We’ve seen some stuff, we know how to get more stuff done, and we’re coachable. Once we’ve been trained in a new career and gain experience, we can earn that serious money we’ve always heard about.

Our bridge-career income pushes us up into the 22% federal income-tax brackets right away— maybe even 24%— and we no longer have those untaxed military allowances or any tax credits. Even worse, our state might not tax military pay or pensions, but they’ll happily tax our earned income.

Image of a man with his head down on his desk and his hands clenched over his head, in despair of how much he’ll have to pay on the income-tax forms scattered around him | MilitaryFinancialIndependence.com

Didn’t see it coming?

When we deal with those higher taxes, it’s tempting to put even more deductible contributions into traditional retirement accounts— and our existing military traditional TSP balance keeps compounding away the entire time.

I’ve watched this for over 40 years. Workers in their 50s and 60s with large balances in traditional retirement accounts are contemplating Roth IRA conversions in the 22% federal income-tax bracket. Retirees in their 60s & 70s can have enough gains in their retirement accounts to consider pushing their conversions into the 24% income-tax bracket. It’s a perpetual topic in the Millionaire Money Mentors forum.

If you can do in-service Roth TSP conversions in the 10%-12% income-tax bracket (especially if you have tax credits) then get it done now.

 

“Is The Tax Savings Worth The Effort?”

Here’s another big concern of military families: tapping their retirement accounts before age 59.5 penalty-free withdrawals.

As you approach the end of your active duty (in your 30s and 40s), you might feel that you have “too much” of your assets locked up in retirement accounts. There are plenty of ways to access those accounts without penalties (although with some income taxes), but in-service conversions make this even easier.

When you separate from the military, you can roll over your TSP accounts into your IRAs. (Your traditional TSP can be rolled into your traditional IRA without any tax impacts, and your Roth TSP can be rolled into your Roth IRA.) You could start converting your traditional IRA (with its traditional TSP balance) into a Roth IRA, but the Roth IRA conversion ladder still requires the conversion amount to be left untouched for five tax years.

The Roth TSP, though, offers more options.

When you roll your Roth TSP over to your Roth IRA, if you’ve already had a Roth IRA for at least five tax years: you can immediately withdraw your Roth TSP contributions (but not the growth!) from your Roth IRA—tax-free and penalty-free.  (You should check your account parameters with a fee-only fiduciary financial advisor, and that link has the references for the tax code.) If you’re concerned about bridging the gap to age 59.5, having your TSP contributions in the Roth TSP gives you a lot more flexibility.

Image of a huge crowd of older people working in the streets of India | MilitaryFinancialIndependence.com

“Catching up to FI”…?

Of course it’s better to leave that money in your retirement accounts to keep compounding for your… retirement. Future You will someday be very grateful that Today You didn’t spend that money on consumerism. However if you’re already on track for financial independence, then the additional flexibility of Roth TSP contributions in your Roth IRA can smooth over a lot of life’s speed bumps.

Even if you make it to age 59.5 without touching your retirement accounts, those in-service conversions of your traditional TSP to your Roth TSP mean you never have to worry about Required Minimum Distributions.

Best of all, your heirs don’t have to pay taxes on an inherited Roth TSP.

 

Impacts Of The Blended Retirement System

The Roth TSP began rolling out in 2012 and the BRS started in 2018. We now have three broad groups of military families:

  • Junior ranks (<8 years) in the BRS with a smaller traditional TSP balance,
  • Senior ranks in the BRS with a mix of traditional TSP + Roth TSP balances, and
  • Senior ranks (not in the BRS) with a big traditional TSP balance.

Thanks to the military’s up-or-out promotion & retention systems, the junior ranks are by far the largest group. Even with waiting two years for the Dept of Defense’s BRS matching contributions, that traditional TSP is compounding during one of America’s greatest bull markets.

The TSP in-service conversion program requires a minimum amount of $500.  If that’s in the 12% federal income-tax bracket then you’d pay $60 on each $500 conversion. If you push into the 22% bracket then it’d be $110.

From then on, you’d never pay (more) taxes on the growth and you’d never have to worry about RMDs.

If you’re in the second or third senior groups (either in the BRS or still in the legacy High Three pension system) then the math is more complicated. It doesn’t take much of a conversion to push you into the 24% income-tax bracket, and it might look like a painful choice.

What does your senior-rank future look like? When you leave active duty, will you have a (taxable) military pension? Will you start a bridge career and already be in the 24% income-tax bracket? (Contact me if you end up in the 32% income-tax bracket— we’ll have an entirely different “problem” to solve.) If you earn income into your 50s or even your 60s, will you have enough years left in lower income-tax brackets for Roth IRA conversions?

As painful as it might seem above E-6 or O-4 (especially with bonus contracts and specialty pay), it might make sense to do in-service Roth TSP conversions in the 22% bracket now.

 

“But Wait, There’s More! — In Your Roth TSP”

It’s not just the effect of paying some taxes now to avoid more taxes later. It’s not just the benefits of untaxed future growth with no Required Minimum Distributions. It’s not even the convenience of tapping your Roth TSP contributions before age 59.5.

While you’re in uniform, is there a possibility that you’ll earn some Combat Zone Tax-Exempt pay?

Let me be clear: CZTE pay is a horrible reason to deploy to a combat zone. Yet if you have to go to a combat zone anyway, you can jumpstart your path to financial independence.

We milbloggers have been writing about this ever since 2002, when servicemembers could start contributing to TSP accounts. It’s more tax-efficient to put CZTE pay in your Roth TSP, but that account has a lower contribution limit.

That tactic became even more mind-numbingly complicated when BRS servicemembers could inadvertently maximize their Roth TSP contributions too early in the year (“front-loading”) and lock themselves out of the DoD BRS match for the rest of the year.

Worst of all: what if you wanted to sign up for Continuation Pay or tack on a bonus contract in the combat zone, and put that tax-exempt money into your TSP?

The TSP’s annual additions limit gives you more room in the traditional TSP (not in the Roth TSP) but before in-service conversions you would eventually have to figure out how to handle a Roth IRA conversion of that bigger traditional TSP account.

Now you can stuff much more money into your traditional TSP ($72K in 2026) and simply do an in-service Roth TSP conversion.

While you’re in a combat zone, your taxable income for the year is going to be much lower. At the same time you’re stuffing CZTE pay into your traditional TSP from your pay deductions, you can also do more in-service Roth TSP conversions with your lower income-tax bracket.

Here’s a CZTE conversion example straight from the TSP’s website:

 

“For uniformed services members with tax-exempt contributions:
If your traditional balance includes a nontaxable amount, such as tax-exempt contributions from serving in a combat zone, your conversion amount will include a nontaxable amount in the same proportion as taxable and nontaxable amounts in your traditional balance. For example, if your traditional balance is $100,000 with a $10,000 nontaxable amount, then 10% of your traditional balance is nontaxable. If you convert $10,000 to your Roth TSP balance, then $9,000 of the conversion amount would be from the taxable portion and $1,000 would be from the nontaxable portion.”

 

What About A Military Pension?

Here’s a few insights paraphrased from a discussion with Air Force vet & CFP Cole Ferrier, who advises clients at EnoughFP.com.

“Military retirees should recognize that probably for the rest of their life, the pension will fill most of the income-tax standard deduction and maybe even more. This means (while you’re still on active duty) it will almost always be a no brainer to contribute to the Roth TSP or convert to the Roth TSP in the 10%/12% tax brackets.
Military retirees don’t have to deal with the Affordable Care Act either, which means they don’t have to worry about their earned income affecting their premium subsidies.
Military families will have to ask themselves if they’ll earn an income after retiring from the military. If so, then on active duty they should consider contributing to the Roth TSP up into the 22% bracket.
If military retirees aren’t going to work after their service (because they have enough income from their military pension & VA disability compensation), then the 22% bracket might be too high.”

I’ll add my usual personal quality-of-life disclaimer to Cole’s excellent financial advice: don’t gut it out to 20 just for the active-duty military pension.

Military families have tremendous human capital and can reach financial independence (on a high savings rate) even without a military pension. When active duty stops feeling challenging & fulfilling, then it’s time to head for the Reserves or National Guard.

 

What About That Affordable Care Act?

Only 15% of military servicemembers reach 20 years for any sort of pension (and cheap Tricare health insurance).

That’s only one out of six people.  As you used to hear during recruit training:  look to your left, look to your right, and over the next two decades you’ll lose at least two people on each side of you.

What about the other 85%? If you don’t have health insurance through the Reserves/Guard or from a civilian employer, then what about those ACA premium subsidies?

Here’s more advice from CFP Cole Ferrier:

“If military families separate for a civilian career in a high-paying job, then consider Roth TSP contributions (in uniform) at whatever income-tax rates are lower than that future career. (Nords opinion: as high as 22%.) Later, in that private sector job, they can stuff their contributions into deductible traditional retirement accounts.
This will give them their military Roth TSP contributions to spend if they still end up retiring early. [Spending those Roth TSP contributions instead of shares from taxable accounts] will help reduce their taxable income on the ACA front and maintain their eligibility for premium subsidies.”

See also Cole’s blog post on the ACA cliff.

If vets without military pensions are going to reach financial independence before being eligible for Medicare (age 65), and they’re going to give up employer health insurance, then consider doing Roth IRA conversions up to the limits of the ACA subsidy cliff.

 

Call To Action (Whew.)

If you’re below the rank of O-4 or E-7, then I strongly recommend contributing to your Roth TSP. In addition, start doing in-service conversions of your traditional TSP to your Roth TSP.

Once you reach O-4 or E-7, do the math. It might still make sense contributing to the Roth TSP (up to the 22% federal income-tax bracket) and continuing to do in-service conversions. This math is especially compelling if you expect to leave the military without a pension (just like 85% of military families).

If you’re in a combat zone, then your Combat Zone Tax-Exempt pay means that your income taxes are the lowest you’ll ever see. Contribute your CZTE pay to your traditional TSP (up to the annual additions limit) and aggressively do in-service conversions up to the 22% income-tax bracket.

When you’re a military vet (but no military pension or Tricare) and if your family will be buying health insurance on the Affordable Care Act, then read CFP Cole Ferrier’s post on the impact of your income on the subsidy cliff. I strongly suggest consulting a health-insurance broker to navigate this gantlet.

 

There are no affiliate links or paid ads in this post.  Try your military base library or local public library before you pay money for these books– in any format.

 

Military Financial Independence on Amazon:

The Military Guide cover
  • Reach your own financial independence
  • Retire on your terms
  • Success stories and personal checklists
  • Royalties donated to military charities

Use this link to order from Amazon.com!

Raising Your Money-Savvy Family on Amazon:

The Money-Savvy Family cover
  • Reach your own financial independence
  • Teach your kids how to manage their money
  • Specific tactics from my adult daughter
  • Checklists and spreadsheets for your family

Use this link to order from Amazon.com!

 

Related articles:
Two new links as of 29 January 2026:
The TSP explains the difference between the Roth TSP and a Roth IRA
(part of an e-mail series on TSP contributions)
The TSP video explaining the in-service conversion process

Reasons To Keep Your TSP Account (Or NOT)
“Should I Invest In The Thrift Savings Plan Or In Taxable Accounts?”
“Our Retirement: The Spending Smile Of Financial Independence”
Early Withdrawals From Your TSP and IRA After The Military
How to Maximize TSP Contributions in a Combat Zone
Transitioning from Active Duty to Reserves Or National Guard

Posted in Career, Financial Independence, Investing & TSP, Military and Veterans Benefits, Military Life & Family, Military Retirement, Money Management & Personal Finance | Leave a comment

Questions About Medicare + Tricare? We Have Answers.


Have you thought about your Medicare supplemental insurance yet?

Or even more challenging: will you have to help an elder work through their decisions?

Image of stethoscope on a pile of $50 bills | MilitaryFinancialIndependence.com

How Medicare feels.

How will it affect your financial independence?

I learned a lot about Medicare Part B and Part D insurance policies while taking care of my father’s finances, and I learned even more this year when I signed up for my own Medicare.

You can guess what I’m going to help my spouse with next year.

(The good news is that this post includes a free PDF copy of a very useful book on your Medicare options. If nothing else, its free worksheet will confirm that you’re on track for the right plans at the right times.)

Who needs to know this Medicare stuff? Well, first, everyone needs to be aware of the financial parameters before the year in which you turn age 63. Maybe you already know how to spell IRMAA, and later in this post we’ll discuss ways to avoid that annual issue.

Then you need to plan for major shifts in your healthcare and prescription insurance, even if you’re still able to see the same doctors. Here’s some examples.

Military families use Medicare too.

If you’ll have a military pension then you’re eligible for Tricare For Life, which greatly simplifies the Medicare puzzle.

Image of a puzzle around the word Medicare with many pieces out of place or missing. | MilitaryFinancialIndependence.com

“Suitable for ages 65 and up.”

(That pension could be from active duty, or Chapter 61 disability, or a Reserve [non-regular] pension.) Once you’re enrolled in Medicare & TFL, your spouse is also eligible for TFL when they enroll in Medicare.

(Tricare For Life is still a bad reason to gut it out to 20 for a pension, and there are other financial solutions to this insurance challenge. We’ll discuss all of your options.)

If you’re a military veteran (but without a military pension) then you’ll want to use Medicare along with your VA benefits for your service-related conditions. It’s a patchwork of coverage that strongly depends on your local VA clinic (if you’re near one with good care) and your VA disability rating.

Even if you’re a vet with a 100% permanent+total VA disability rating (without a military pension)… you can hedge your bets by signing up for Medicare. If your VA benefits change later in your life, or your local VA clinic turns into a crowded mess, then Medicare can step into the gap– but that coordination works a lot better if you’ve signed up for Medicare when you’re supposed to.

Especially if you’re a vet living overseas (with or without a military pension), you still want to consider signing up for Medicare. If you ever return to the U.S. after age 65 and get sick or hurt, you could destroy your finances before you even leave the emergency room– unless you have Medicare.

Complicated? You bet. I get these questions Every. Week.  These days I’m also getting them from adult children in military families who are pretty sure that Mom or Dad is eligible for some veterans benefits, but they don’t know where to start.

Disclaimers & disclosures

(The FTC wants you to know that this post contains an affiliate… phone number: 530-269-8083.  All of the revenue credited to this affiliate number or its link is donated straight to Fisher House Foundation– I never even touch the money. If this post helps you choose your Medicare supplemental insurance, then you can also help build the next Fisher House.)

We’re going deep into this topic: 4400 words. You can find the short-form content everywhere else on the Internet, but here we’ll explain all of the jargon, unintended consequences, and outright conflicts. Don’t bet your financial & Medicare future on an Instagram reel.

Before we dig in: if you’re looking for a video summary, in the “Related articles” at the bottom of this post I’ll include three other YouTubers who’ve also signed up with affiliate phone numbers for their webinars. We all know each other and I trust their credibility. You can too.

Use a Medicare insurance broker!

This is the important part: like all insurance policies, eager brokers are standing by to help you navigate your Medicare choices.

You can work directly with an insurer’s broker (working for their insurance company), or you can use an independent broker (paid commissions by any of the insurance companies). This is all free to you, but you have to do your due diligence to avoid being steered into policies that pay higher commissions to a broker while being less than the best fit for your specific needs.

Spoiler: I know Chapter better than the other Medicare insurance brokers, and that phone number is my affiliate relationship. Chapter is the Easy Button, and I’ll mention a couple of other insurance brokers at the end of this post.

The Medicare brokerage business is serious money. In 2025, the Dept of Justice filed a False Claims Act complaint against Aetna, Humana, Anthem/Elevance, eHealth, GoHealth, CVS, and SelectQuote.

The complaint alleges that from 2016 through at least 2021, these insurers paid hundreds of millions of dollars in illegal kickbacks to these brokers in exchange for enrollments into Medicare Advantage plans.

Later in this post, we’ll get into why Medicare Advantage plans can mutate into toxic referrals. “Free” seems very attractive– until it stops working.

Quickstart Medicare

Image of stethoscope and clipboard showing Medicare Part A - Hospital coverage, Part B - Medical coverage, Part C - Medicare Advantage, and Part D - Prescription medications | MilitaryFinancialIndependence.com

It’s that simple?

First, here’s the basic bare-minimum Medicare info:
Medicare Part A is inpatient hospital insurance with no premiums, but there’s a deductible and more fees kick in after 60 days.
Medicare Part B is outpatient hospital insurance plus preventive services, with a bunch of other miscellaneous coverage that’s not included in Part A.
Part B has premiums & deductibles. Even worse, there are specific enrollment periods. If you don’t sign up for it at the right time, then you pay a lifetime penalty as a higher premium. This is especially risky if you’re a military veteran living overseas.
– Part B has a coinsurance cost of 20% of the Medicare-approved amount. Those italics are important, and I’ll explain those details below.  Many people with Part B add Tricare For Life or other Medicare supplemental insurance to cover their coinsurance costs– but supplemental insurance is optional and you can go without it.
Medicare Part C is private health insurance to cover Parts A&B, plus possibly other benefits. This is Medicare Advantage, and even when it’s “free” it still has pitfalls.  We’ll cover those problems later, but brokers should steer families away from Medicare Advantage unless there’s a very good reason for a certain network.
Medicare Part D is optional prescription insurance… but if you sign up later, you might pay a lifetime penalty as a higher premium.

Confused yet? Yeah.

Wait until you see the rest of the Medicare alphabet for the Part B supplemental insurance policies of Plans F through N. (Pro tip: As of the date of this post, Plan G is the most comprehensive and possibly the cheapest.) And then you’d consider Part D prescription insurance.

The good news is that if you can handle Tricare (especially Tricare Prime referrals) or the Affordable Care Act exchanges, then you can learn to handle Medicare. It’s a couple of big decisions up front followed by annual tweaks.

Sign up for Medicare Part A, Part B, and Part D when you’re supposed to.

If you’re financially independent and no longer receiving employer health insurance in your 60s, then you’re probably going to sign up for Medicare as soon as you’re eligible.

Your Initial Enrollment Period is generally [+/- three months] around the month you turn age 65, but there are edge cases.

In some situations (severe chronic conditions or disability) you might already have Medicare Part A before age 65. Talk with your doctor, or with a VA Veteran Service Officer, or with a Medicare insurance broker.  This is frequently seen among vets with a 100% P&T VA disability rating, or anyone receiving Social Security Disability Insurance for over 24 months.

If you’re still working for an employer as you approach age 65, then starting Medicare gets more complicated. You can avoid penalties for late applications if you have the right group health insurance from your employer (or your spouse’s employer) of at least 20 employees.

Don’t depend on your employer’s HR manual, or your co-worker’s advice, or the VA, or any other scuttlebutt.  If you do this wrong then you’ll pay a lifetime penalty.  Check with a Medicare insurance broker.  They know the rules, they can look up the laws, and they’ll give you references to take back to your employer.

If you’re self-employed, or an independent contractor, or on the Affordable Care Act exchanges, or on COBRA then sign up for Medicare as soon as you’re in the Initial Enrollment Period around age 65.

Even Part D prescription insurance has penalties if your employer’s prescription coverage isn’t considered creditable. Your employer (of “at least 20 employees!”) is supposed to have that creditable information in their HR files.

Veterans with complete prescription coverage from the VA can consider that creditable coverage for Medicare Part D. However if you develop a new condition that needs a prescription not covered by the VA then you’re going to have to seek Part D prescription insurance or pay out of pocket.

Frankly, I wouldn’t screw around with this situation. Your doctor and the VA are not the best sources of health insurance advice when you work past 65, and HR might not correctly verify that you have the right employer group health plan.

In 2017, over 700,000 people paid late enrollment penalties averaging 28% increases— for life.

Don’t be late.

If you intend to delay signing up for Medicare then browse a few insurance broker’s websites, and talk with Chapter at 530-269-8083. They’ve seen these employer pitfalls thousands of times and they’ll guide you through the right questions.

Avoid big financial moves during the year you turn age 63.

If your Modified Adjusted Gross Income is high enough (in 2025, $106K filing Single or $212K Married Filing Jointly) then two years later the first tier of Income-Related Monthly Adjustment Amounts adds another $74/month to your $185/month Medicare Part B premium… and yes, it kicks in two years later.

Each trigger of IRMAA lasts for a year. It’s calculated from your income-tax returns of two years earlier, hence the need to pay attention to this before the year in which you turn age 63.

For more info, search for the IRMAA keyword in my other Medicare post.
There are appeals for IRMAA, too, and they’re explained in excruciating detail at that post.

Here’s a humblebrag flex first-world problem that might apply to you too: my spouse and I are delaying Social Security to age 70 because as soon as we start it, our higher MAGI means we’ll pay IRMAA for life.

And because we’re not receiving Social Security yet, for the next five years we’ll pay our Medicare Part B premiums through monthly deductions from our checking accounts.

Stop contributing to your Health Savings Account

Image of a Medicare Part D prescription pill bottle with white tablets rolled inside a $100 bill | MilitaryFinancialIndependence.com

*Now* it’s time to use your HSA.

If you’re starting Medicare at age 65, then stop contributing to your HSA account a month before then.

If you’re working past age 65, then you’ll need to stop HSA contributions at least six months before you start Medicare Part A, or Part B, or your Social Security benefits.

Your Medicare benefits are backdated six months from leaving your employer’s health insurance, and you can’t contribute to a HSA when you’re on Medicare.

You know that the IRS has penalties for excess HSA contributions.

The good news is that you can pay your Medicare Part B and Part D premiums from your HSA (if you want). You can even pay your Medicare Advantage premiums (if that policy has premiums) from your HSA. However you can’t pay your Medigap premiums from your HSA because… Medigap premiums are not considered a qualified medical expense.

(I’m just reporting the HSA rules here.  If you have more insight on this logic gap then please send me a reference.)

Why you might want to skip Medicare supplemental insurance:

I can see the comments now: “Heresy!”

Of course at least one of us military vets has wondered about the self-insurance math.  Sometimes we can save a lot of premium payments by accepting the risk.

Yet consider John Greaney, who reached financial independence in 1994(!) at the age of 38(!!). He’s been on Medicare since early 2021 and he’s decided to skip a Medicare supplemental insurance policy (for now).

His compelling logic is that he’s relatively healthy (so far), and wealthy enough to self-insure for the risk of paying the 20% coinsurance fee that most people would cover with a Medigap policy.

Let the math sink in for a minute: it’s the 20% coinsurance of the Medicare-approved rate that the medical service accepts, not 20% of the retail price on the Explanation Of Benefits. You still have an annual deductible to pay for Part B, but 20% of the Medicare-approved reimbursement rate is less than “20% of the hospital bill.”

If your doctor sells you a $25,000 total knee replacement and Medicare’s approved amount is only $9654, then your 20% share is not $5000. Medicare only reimburses the doctor & facility a total of $7723, and your part is 20% of $9654 ( = $1930). There’s still the deductible, and there might be other procedures (and fees) but you’re eligible for an estimate before the cutting starts. Shop around.

It’s possible that Medigap insurance costs more in premiums than the coinsurance that it covers– especially if you’re relatively healthy.

Caution— if you’re:

  • in poor health or with pre-existing conditions, or
  • likely to age badly (family history), or
  • likely to face insurance underwriting, or
  • concerned that this idea keeps you (or your spouse) awake at night, then buy a Medigap policy.

Buy the Medicare Part B supplemental insurance policy for peace of mind. It’s a lot easier to buy these policies at age 65 when you’re in good health and will face minimal underwriting.

But if you’re still healthy & active in your 60s, then maybe you want to self-insure for that coinsurance. This is especially compelling if you can get VA healthcare or if you’re living overseas and a Medigap policy wouldn’t cover you anyway.

Just be aware that when you go outside of the Medigap guaranteed issue period (generally six months after you sign up for Part B) then you’re possibly vulnerable to underwriting.

And of course if you’re eligible for Tricare For Life then that’s your Medicare supplemental insurance. TFL is currently free of enrollment and coinsurance fees when you’re covered by Medicare Part A&B.

If you’re tempted to save on Medigap premiums by buying “free” Medicare Advantage, well, keep reading.

“Thanks so much Nords, that’s thoroughly confusing. Now what?!?”

TL;DR: call Chapter at 530-269-8083, my affiliate phone number. (Have I mentioned it’s free?)Image of Chapter logo of the Medicare insurance broker | MilitaryFinancialIndependence.com

Fill out the worksheet in the free book (PDF) attached to this post, “It’s Not That Complicated” or use this (affiliate) link to go through the screening questions on Chapter’s site.

Why Chapter?

Chapter is an independent insurance broker. The startup was founded in 2020, and in 2024-25 they’ve scored VC rounds of $50M and $75M. Although some of the co-founders and VC execs have moved on, the company was recently valued at $1.5B.  In my angel-investing experience, this is a big deal. They’re growing fast and earning revenue.

Of course this is also the stage where startups start spewing affiliate commissions with that righteous cash (like PersonalCapital or Amazon), which ideally spurs even more growth & revenue.

In early 2025 I started noticing Chapter in the blog posts & videos of financial people I follow (I’ve linked them at the end of this post) and in August I was invited to a sponsor dinner at FinCon.

Chapter’s team treated a handful of us FinCon attendees to a very nice Portland City Grill dinner (I had the braised shortribs) and then their team endured two hours of interrogation. (Well, at least from me and Rob Berger. We can both get a little… intense.) My first question was “Why me?”, and Chapter’s answer was “your military audience.”

Fair enough.  Zach & Kevin know me a lot better now.

The team pointed out that many Silicon Valley startups were created by tech co-founders who had a bad personal experience with food delivery, a taxi ride, or a car rental. However Chapter was started by a tech team whose parents had a bad experience with Medicare supplemental insurance. They’re one of the few brokers to grow out of tech instead of out of the traditional insurance industry.

Chapter has collected the nation’s publicly-available Medicare supplemental & prescription insurance information into a database with tens of thousands of policies across dozens of insurers. (Building it took a couple of years of money from angel investors. Today, maintaining the Medigap & Medicare Advantage data is a full-time job.) Chapter is the only national Medicare advisor that compares every available plan, so you can be sure you’re seeing all your options– not just a select few.

Next they’ve negotiated contracts with most of those insurers.

If you decide to buy a policy from an insurer referred by Chapter, and if Chapter happens to have a contract with that insurer, then Chapter gets paid by the insurer. (And if you use my affiliate phone number to have that conversation, then a small slice of that money goes to Fisher House Foundation.)  Of course you decide to buy a policy from an insurer where Chapter doesn’t have a contract (not yet!) then… Chapter doesn’t get paid.

Here’s the interesting part: the Chapter sales team is paid a salary (with a bonus plan) instead of working on commission. They run the database and use your answers to find a bunch of policies that could work for you, but the call center doesn’t know which insurers will pay Chapter.

You’ll be told all of your Medicare options– not just the few that pay higher commissions.

Medicare D insurers generally don’t pay commissions to brokers (not yet anyway), yet Chapter still has the policy data and will share their recommendations based on your medications. They know that you’re going to tweak this particular policy every year or two, and maybe buy other policies along the way.

Why should we call Chapter instead of running our own database search? Well, they’ve learned (the hard way) that we clients don’t understand the vocabulary or the policies well enough to make an unassisted decision. (Blame it on my fellow Baby Boomers. Good luck, GenX.) Chapter asks the right questions and then verifies that the candidate policies have the features we need & want. It’s up to you to decide if you want to buy one.

Chapter also has an advocacy team who will handle corrections and appeals for you by talking directly with your insurer or by helping you fill out the paperwork.

If you insist on using a website before you call, you can browse Chapter’s website with my affiliate link.

The site asked me eight questions and then offered to text their list of plans or call me. I chose a text, and a few seconds later they texted that they’ll call me to finish comparing the plans. I replied “STOP” and they promised to unsubscribe me.

You know that I tested my own affiliate phone number to call Chapter. (530-269-8083 goes to Auburn CA.) The call center representative made all of the right disclosures and asked all of the right questions. When I eventually mentioned the VA (and later Tricare For Life) he reviewed how they all work together. He suggested that I didn’t need any Medicare supplemental insurance or Part D insurance, yet he still offered to dig into the details of my one prescription for a low-dose statin.

There was no upsell and he made all of the right recommendations. The call was answered immediately, there was no hold time, and we were finished in under 10 minutes.

If you decide to contact Chapter, please leave a comment on how the conversation goes for you.

Medicare’s Annual Enrollment Period starts 15 October, and by then the call center’s very busy researching quotes for both Medigap and Part D prescription insurance. Many of my fellow Boomers will use the AEP to shop their current plans against the competition, and they might save money.

Other Boomers are calling in a panic because their current insurer has been indicted canceled their plan and they need to find a new insurer.

Chapter can’t guarantee that they’ll save you money, but up through 2024 they’ve saved callers an average of $1100/year. Read Chapter’s reviews. The typical phone call takes 20 minutes. Do the math.

Some of you already know that insurance companies are going to mercilessly market their policies through TV ads, mailers, phone calls, and junk texts. (They’ll even rent a kiosk at Wal-Mart and sign you up on the spot.) I started getting the pitches months before age 65.

Medicare Part C (Medicare Advantage)

Briefly: don’t do this unless you know exactly what you’re buying.

If you think you know what you’re doing, you’re probably still wrong. Check with Chapter (530-269-8083) or contact me.

“Free” looks pretty good, and a few insurers will even “give back” your Medicare Part B premium or offer additional benefits like free gym memberships or dental care.

Image of an advertisement from a local magazine showing an elderly woman being advised by a young woman doctor, who is showing her a screen from a tablet during a medical exam | MilitaryFinancialIndependence.com

SHIP: avoid Medicare Advantage.

Beware, military families: Medicare Advantage makes Tricare Prime referrals look simple. Way too many MA insurers have taken a line from the VA’s old playbook: “Lie & Deny Until They Die.”

John Greaney has already broken down the numbers of an insurer’s incentives for Medicare Advantage in this 2022 post, and in the last few years the trend is even worse.

Medicare Advantage is all rainbows & unicorns until your health declines with age (and maybe a little of your stamina & cognition too). Then the typical elder ends up in an endless loop of referrals, authorizations, restrictions, and additional payments. (Ask the adult children of those elders how they know this.) Many seniors simply give up in frustration and pay out of their own pockets when they could have had a better Medigap policy.

My fellow mentors on the Millionaire Money Mentors forum are not price-sensitive about insurance, yet even they complain about the bureaucratic hoops that their Medicare Advantage elders have to jump through. Moms & Dads of the MMMs were really bragging happy with MA at age 65– but now that they’re in their 80s and have additional health issues, suddenly the plan stops working.

Here’s the catch: when you first enroll in Medicare Part B, your Medigap Open Enrollment Period allows you to enroll in any Medicare supplemental insurance policy without underwriting.

Six months later, though, from then on you could be subject to underwriting or other special enrollment rules. There are lots of exceptions to the rules, and you might be able to avoid underwriting, but you’re on the mercy of state laws or other insurer rules.

At our FinCon dinner, the Chapter team said that their employees are not only unable to see which insurance policies pay commissions to Chapter– they’re not even allowed to sign you up for Medicare Advantage. They have to get approval from their supervisors before everyone concludes that it’s the right policy.

Want to read more? Here’s the free book “It’s Not That Complicated: The Three Medicare Decisions to Protect Your Health and Money.”

(As you may have noticed by now, the title sentence “It’s Not That Complicated” is snarcasm.)

I happened to buy it on Amazon months before Chapter offered to share it with our audiences, and it’s a very good read. You can also watch Ari on webinars & podcasts with other personal-finance content creators– see the “Related articles” links below.

Call To Action

Check the related links, and then call (literally!) Chapter at 530-269-8083 for more advice.

But first, a corporate lawyer’s final disclosure.

Here’s an additional disclaimer if you decide to call Chapter at 530-269-8083:
“Memoir, Inc. d/b/a Chapter is a privately-owned, data and technology-enabled advisory that helps older Americans navigate retirement. Insurance agency services are provided by Chapter Advisory, LLC, a licensed health insurance agency and wholly owned subsidiary of Memoir, Inc. In California, Chapter Advisory, LLC does business as Chapter Insurance Services (Lic. No. 6003691).
The information on this site has been developed for general informational and educational purposes.
Chapter and its affiliates are not connected with or endorsed by any government entity or the federal Medicare program. Chapter Advisory, LLC represents Medicare Advantage HMO, PPO, and PFFS organizations and stand alone prescription drug plans that have a Medicare contract. Enrollment depends on the plan’s contract renewal.
While we have a database of every Medicare plan nationwide and can help you to search among all plans, we have contracts with many but not all plans. As a result, we do not offer every plan available in your area. Currently we represent 50 organizations which offer 18,160 products nationwide. We search and recommend all plans, even those we don’t directly offer. You can contact a licensed Chapter agent to find out the number of products available in your specific area.
Please contact Medicare.gov, 1-800-Medicare, or your local State Health Insurance Program (SHIP) to get information on all of your options.”
“Average potential savings are based on realized premium, co-pay, and out of pocket savings estimates self-reported by consumers that worked with Chapter Advisory LLC to enroll in a Medicare Supplement, Medicare Advantage, and/or Part D Prescription Drug Plan. The average is limited to consumers that chose to self-report. Savings information is subject to periodic updates and corrections. There is no guarantee of savings and any savings may vary by policy type, state, or other factors.”

There’s an affiliate link in this post, and it supports a military-friendly charity.  Try your military base library or local public library before you pay money for these books– in any format.

Military Financial Independence on Amazon:

The Military Guide cover
  • Reach your own financial independence
  • Retire on your terms
  • Success stories and personal checklists
  • Royalties donated to military charities

Use this link to order from Amazon.com!

Raising Your Money-Savvy Family on Amazon:

The Money-Savvy Family cover
  • Reach your own financial independence
  • Teach your kids how to manage their money
  • Specific tactics from my adult daughter
  • Checklists and spreadsheets for your family

Use this link to order from Amazon.com!

Related articles:
Azul Wells video: “Exposing The Truth About Medicare” with Chapter co-founder Ari Parker
Fritz Gilbert’s Medicare 101 webinar and seven crucial Medicare mistakes with Chapter co-founder Ari Parker
Rob Berger’s live Medicare Q&A with Chapter co-founder Ari Parker
(A two-hour marathon! With chapters and a transcript.
IRMAA appeals are reviewed at 1:58:30… and after 1:34:30, there’s some football trash talk.)
Boomer Benefits
The Boomer Benefits Facebook group
(850K followers with thousands of questions answered every year.)
It’s Not That Complicated: Ari Parker Medicare Chapter book
(“The Three Medicare Decisions to Protect Your Health and Money.”)
The “expense ratio” of Medicare Advantage plans
(This drives home the pricing of MA plans and how you’re exploited later.)
Medicare, Tricare For Life, And Your Expiring Military ID Card

Posted in Insurance, Military and Veterans Benefits, Military Retirement, Money Management & Personal Finance | Leave a comment

Medicare, Tricare For Life, And Your Expiring Military ID Card


A reader writes:

“Hey Nords, are you old enough for Tricare For Life yet?”

“I have been a long time reader of your website and enjoyed the many posts you’ve made. My wife and I are both retired from the military. As we have continued to look into our retirement when the kids finally graduate and leave for college, the part that Medicare plays for our healthcare is somewhat confusing.
I was wondering if you would be able to run an article, or several, into how Medicare plays into the healthcare plans for military retirees. I have spoken to several military retirees and we all have some different ideas as to how or what parts of Medicare we need to sign-up.
Again, depending on several ideas as to coverage for VA 100% permanent disability, or 60% permanent disability, or a retiree who isn’t rated as disabled by the VA and receives their care thru normal TRICARE providers or military treatment facilities.
An additional continuation on this thread would be the use of Medigap plans.
You have had some great articles on the retirement system as far as pay is concerned and this subject would be a great continuation for that. Thanks, M”

Well, M, you’ve waited patiently (for months) on this response, and it’s finally getting real.

Yes, I’m almost there— October 2025 was my 65-years-old milestone.

I’ve gone through my notes collected over my last 25 years of writing about financial independence, and it’s scary how much Medicare info I’ve collected “in case I need it someday.”

Image of the Department of Health & Human Services Medicare logo | MilitaryFinancialIndependence.com

“Start here” and…

There’s an earlier critical number that sneaks up on people: age 63. I’ll explain the IRMAA one-year tax trap below.

If you’re of a similar age (or if you’re eligible for Medicare sooner than age 65), then here’s the countdown to yet another financial & medical military milestone.

Your Military Retiree ID Card Can Expire.

If you’re a U.S. military retiree in your 60s, you’re probably aware that you’re going to transition to Tricare For Life as part of becoming eligible for Medicare. This happens for retired Guard & Reserve members as well as for active-duty retirees.

This transition also includes servicemembers who’ve been medically or physically retired on a DoD Chapter 61 disability pension.

What’s not always clear is that retiree ID cards expire on the month before your 65th birthday to force this transition. That expiration is tracked by a couple of my favorite acronyms: the Defense Manpower Data Center in the Defense Enrollment Eligibility Reporting System.

Yeah, I know, a few of us woolly mammoths might still have retiree ID cards with “INDEF” on the front in the expiration date block. If you have one of those, then turn it over. Get your magnifying lens and read the tiny print on the back: the “Medical” block will have an “EXP DATE” of the month before you turn age 65.

You don’t want to accidentally let your military retiree ID card expire. That can kill your
– Tricare health insurance at a hospital,
– one of your Real IDs for commercial travel,
– your boarding pass for military Space A travel, and
– your military base access.
You might even have to find a U.S. military ID facility in a foreign country to issue you a new ID card. We don’t have to get into how I learned that but the office in Rota, Spain had great customer service.

Your military ID’s expiration date is also encrypted in its bar code. If the military base’s gate guard puts your ID card under their scanner, then expired IDs can be confiscated.

Fortunately, DMDC is here to help us with a handy notification letter, which showed up in my mailbox long before I was in the window to sign up:

Image of DMDC letter to Doug Nordman explaining how to sign up for Medicare and Tricare For Life at age 65 | https://www.medicare.gov/

DMDC: “Happy early birthday!”

Keep in mind that this letter is generated from the DEERS database and sent to whatever mailing address you have on file there. If DEERS is accurate then you should be fine. If you’re changing your mailing address during your 64th year, then pay attention to your Medicare transition.

They also e-mailed me this countdown reminder:

“Your Uniformed Services Identification (USID) card expires in 89 days. You are eligible for the online USID card renewal program. Once you submit an online renewal request, your card will arrive via U.S. Mail eliminating the need to visit a RAPIDS ID Card Office.
To make the online renewal request:
1. Go to https://idco.dmdc.osd.mil/idco/
2. Select “Continue” in the Family ID Cards block and Login.
3. Click the “Request ID Card” link underneath your name and complete the request.”

Not having to deal with RAPIDS appointments, the crowds, and the system’s downtime? Priceless.

Caution:

Image of Tricare logo to sign up for Tricare For Life | https://www.medicare.gov/

… For Life.

I’ve learned (from years of experience) that writing about Tricare just makes everyone angry.

The people who have it complain about the quality of care and the bureaucracy, while people who don’t have it complain about perceptions of entitlement or a lack of gratitude. Tricare can always get better, yet just about every other form of American health insurance seems worse.

We’re going to try to avoid those Perpetual Internet Debates here, and I’ll stick to the basic 2025 plans & financials. The detailed & complicated rates are linked at Tricare’s comparison page and also on Tricare’s plans page.

If you’re a military veteran who’s not eligible for any military pension, then consider care (and prescriptions) from your local VA clinic, or from Tricare’s Transitional Assistance Management Program, or the Continued Health Care Benefit Program.

Depending on the nature of your separation: one of those programs can help bridge the healthcare gap to your next employer, or an Affordable Care Act marketplace, or Medicare.

If you’re a veteran but not a retiree (not eligible for Tricare For Life) who wants to buy a Medicare supplemental insurance policy, consider this classic blog post by another OG financial independence blogger, John Greaney. Your “20% that Medicare doesn’t cover” could be as small as a few percent of the original bill, and may include a cap.

The other pro tip I’ve learned from social media: do not get suckered into Medicare Advantage supplemental insurance. “Free” is too good to be true, and it will leave you with either denied claims or facing a tremendous coverage hassle.  Instead of an Advantage plan then either (depending on your health) pay the cost share of Medicare B (which could be capped and a lot lower than 20% of the quoted cost) or buy a more traditional Medicare supplemental insurance policy.

Tricare For Life (Supplemental Insurance and Medicare Part D)

For military retirees, Tricare For Life acts as both Medicare supplemental insurance and (here’s the best part) Medicare Part D prescription insurance. The second-best part? Tricare For Life currently has no enrollment fees. You can learn more information from this brochure by downloading the eight-page PDF.

However there are still expenses: military retirees have to sign up for both Medicare Parts A&B before starting TFL, and Medicare Part B currently costs $185/month.

One more note about age 65: if you choose to keep working past your enrollment period (for whatever reason) and keep using your employer’s healthcare plan then you might not have to sign up for Medicare.  You can read more about the tricky details at that link.

If you’re working past age 65 with employer health insurance and you don’t sign up for Medicare, then you’ll still need to renew your military retiree ID before it expires at age 65. You won’t be eligible for Tricare For Life (because you’re not signed up for Medicare Part B), and you’ll absolutely want to let Tricare know that you’re using your employer health insurance.

IRMAA

Medicare has another surprise fee if you earn a high income or have a big money event: “Income-Related Monthly Adjustment Amounts.”

Image of Medicare Income-Related Monthly Adjustment Amount tables for various income-tax brackets in 2025 | MilitaryFinancialIndependence.com

IRMAA 2025 rates

In 2025, IRMAA kicks in when your Modified Adjusted Gross Income exceeds $106K (Single filer) or $212K (Married Filing Jointly). The first tier of IRMAA adds another $74/month to your $185/month Medicare B premiums.

Here’s the age-63 catch: IRMAA for the current year is based on your income-tax returns from two years ago. (It takes that long for the IRS to accept a tax return and transfer the data to Social Security.) And yes, the IRMAA data is reviewed by Social Security before they tell Medicare to add on your IRMAA.  This means that your 2025 IRMAA is based on your 2023 MAGI.

The second level of IRMAA adds yet another $111/month.

If there’s any good news about IRMAA, the higher Medicare B premiums only last for a year. If you had a one-time leap in your MAGI (for whatever reason) and it’s not repeated during the following year, then you won’t pay that IRMAA tier again.

“Golly, Nords, I’m a retiree. I won’t trigger IRMAA!”

Well, maybe. Your federal income tax returns include your military pension, any civilian income you (or your spouse) earned, interest income, dividend income, capital gains, net rental-property income, any Roth IRA conversions you might have done that year, … you get the point.

Of course VA disability compensation is tax-exempt and not even reported to the IRS.

If you have some (or all!) of the above income sources and then start receiving Social Security deposits… IRMAA could be part of your Medicare fees each year for the rest of your life. It’s one (more) reason why my spouse and I are delaying our SS deposits until age 70.

If you do end up triggering IRMAA in any year (very much a first-world problem!) then you can file an appeal due to a recent life-changing event:
– marriage,
– divorce,
– death of a spouse,
– unemployment,
– loss of a pension or income-producing property, or
– an employer settlement payment.

Sadly, I can attest that rebalancing your investments (and possibly incurring a bunch of capital gains) is not an exception to IRMAA rules. You can appeal, but you’ll still pay.

If you’re going to make big, bold financial moves (like rebalancing as you get ready to retire, or just one more Roth IRA conversion) then consider doing them before the year you turn 63.

What About Tricare For Life And the VA?

Image of login screen for the U.S. Department of Veterans Affairs using Login .gov or ID .me | MilitaryFinancialIndependence.com

Just Login.gov and ID.me now.

They’re two separate systems, but Tricare For Life and the VA also complement each other.

The VA will care for your service-related conditions and some preventive care like immunizations, hearing aids, and possibly prescriptions, but the VA is not a Medicare-authorized provider. They can’t bill Medicare for your non-service-related medical care.

There are a few benefits that Medicare won’t cover (like hearing aids) but the VA will provide hearing aids when your audiogram justifies them.

Even if you get all of your current medical care from the VA, you’re still strongly encouraged to sign up for Medicare and Tricare For Life.

A final note: As many of you traveling retirees have already learned, Medicare is severely limited when you’re outside of the U.S.  In that situation, Tricare For Life becomes the primary coverage.

For those retirees who are traveling or living overseas, I’d recommend John Letaw’s outstanding book “The Ultimate Guide to TRICARE.”  You’ll probably pay your overseas medical expenses up front and then file a Tricare claim, but there are lots of exceptions to this general practice.

Signing Up For Medicare

Ironically, you don’t sign up for Medicare at the Medicare website…. you sign up for Medicare at the Social Security website.  Sure, wherever.

Image of logo of the U.S. Social Security Administration with a link to sign up for Medicare | MilitaryFinancialIndependence.com

Click for Medicare signup.

For most eligible adults, the signup window for Medicare begins three months before age 65 and lasts for three months beyond the month of your 65th birthday.

It’s a whole seven months around that birthday, and there’s a few exceptions.

For example, if your birthday is on the first of the month then your window starts earlier: four months before you turn 65 until the end of the second month after the month you turn 65.

Generally, your Medicare coverage starts the first day of the month before you turn 65. Part A (the hospital benefit) starts the month you turn age 65. For those born on the first of the month, your Part A coverage starts the month before you turn age 65. Yay?

If you sign up for Part B before you turn age 65 (because, like me, you don’t want your military retiree ID to expire) then Part B starts during the month you turn age 65. Otherwise it starts the following month, but you’re going to have to renew your military retiree ID to get Tricare For Life.

Even worse, if you turned age 65 before signing up for Medicare, it’s possible that your Tricare insurance lapsed until you renew your military retiree ID and sign up for Tricare For Life.

Using The Social Security Website

In June 2025, Social Security shifted their login requirements to Login(.)gov or ID(.)me.  Even if you’re an online dinosaur like me, and you’ve had a mySocialSecurity account for years, you still have to start using Login.gov or ID.me.

I’d like to tell you that I was already aware of this, but… no. I only log into SS once a year to check my benefits estimate, and I missed the press release about the new login system. I found out at the end of June when I paranoid tried to log in to mySocialSecurity to check that I’d be able to sign up for Medicare.

I already had a Login.gov account to log in with the VA for my veteran’s benefits, so I should be able to log into Social Security, too, right?

Not so fast.

The mySocialSecurity account agreed that my Login.gov account was legit, but SSA still needed me to go through the Login.gov verification process all over again. This required photos of my driver’s license and a smartphone selfie, just like trying to renew a passport or sign up for Global Entry. (I’m seeing a trend here.) It took me four attempts, a blank wall with a plain white background, and 45 minutes. No, I’m not going to show you my grumpy face on the fourth headshot attempt.

On the third failure, the Login.gov site helpfully suggested that iPhone users should use the Safari browser. (Well, I was using Chrome. Bummer.) I started all over again with Safari and the Login.gov system finally accepted my headshot– but it still couldn’t read the bar code on my driver’s license. The good news is that it could read the rest of the license and it (finally!) had the info it needed for me to finish the verification.

Based on my birthday, my three-month signup window opened in July. After the holiday weekend (just in case there was heavy website traffic in early July), I returned on 7 July to git ‘er done. This time the login to MySSA went smoothly.

I chose “Medicare ONLY without Social Security monthly retirement cash benefits” because I plan to claim SS at age 70.  (That choice is a future blog post.)  I also chose “No coverage under a Group Health Plan” because I don’t have an employer plan.

In an abundance of excess caution, I explained myself in the Remarks section of the application:

“I’m a U.S. Navy retiree (retired from active duty) who wants to sign up for Medicare A&B in order to become eligible for Tricare For Life when I’m eligible for Medicare.”

The next day the SSA.gov website e-mailed me:

“Thank you for filing your Social Security application online. Our Social Security Office in SALINAS, CA received your claim and will be working with you to process it.”

Image of "Notice Of Award" letter from Social Security Administration confirming signup for Medicare with a Medicare card being delivered in two weeks.

The card is in the mail!

It tuns out that they meant to write: “Thank you for filing your *application for Medicare on the* Social Security website.” There are two SS offices on Oahu, and I have no idea why Salinas gets the job. There’s also a link and a phone number for checking the status of the application.

A week later I got a “Notice Of Award” letter confirming that Medicare A&B would start in October.

It also promised that I’d get a Medicare card within two weeks, and that happened right on time.

Image of Doug Nordman's Medicare card with dates and other information. | MilitaryFinancialIndependence.com

Card-carryin’ membership.

Setting Up A Medicare Account

Once I had my Medicare number (a randomly-assigned code, not my Social Security Number), I was able to sign up for a Medicare account with EasyPay monthly deductions from my checking account. Interestingly, their website uses one of the largest default fonts I’ve ever encountered– gee whiz, it’s almost as if all of their visitors are wearing presbyopian reading glasses and have trouble focusing on tiny numbers.

Along with setting up my Medicare account and EasyPay, I also told the site that my spouse & our daughter have my permission to act as my representative.  (That link downloads the PDF version of the request.)  Finally, I set all of Medicare’s correspondence to e-mail instead of paper mail.

A few days later, the Center for Medicare & Medicaid Services sent me a letter through the postal mail.  CMS wanted to make sure the online account had been set up by me (not a scammer or hacker).   The letter also gave me the usual list of their site’s services and how to get help with my account.  Hopefully that’s the last time they contact me by snail mail.

Setting Up Tricare For Life

Now that I have a Medicare number (and when I’m also age 65) then TFL is supposed to kick in automatically, presumably because Tricare links to the Medicare database.
Here’s what Tricare says about TFL:

“You aren’t required to enroll in TFL.
TFL coverage is automatic if you have Medicare Part A and Part B.
Coverage starts the first day Medicare Part A and Part B are in effect.”

Next Up: The New Military ID Card

Remember how the Defense Manpower Data Center e-mailed me that I could renew my Next Gen retiree ID online?

Well, unfortunately they also e-mailed:

“On May 21st, 2025, the Defense Manpower Data Center (DMDC) introduced myAuth, a new login system designed to provide users with an easy and secure way to access DoD online services.
Did you know you can make your myAuth login faster and more secure with the free Okta Verify app? By downloading the Okta Verify to your mobile device, you can use one-click push notifications to authenticate or even set up one-step password free authentication on your mobile device.”

Oh great.  *Heavy sigh.*

Before I could download the Okta Verify app, I had to get into my DS Logon account. Before I could do that I had to reactivate the DS account, because a few months before I’d let my password expire.

I finally got back into my DS Logon account and had the myAuth QR code on my desktop PC’s monitor. Then I downloaded the Okta Verify app on my iPad and set that up. I brought my iPad over to the desktop monitor’s QR code and…

When my iPad camera caught the QR code, the Okta app blazed through 3-4 screens too fast for me to read. When it settled down, it said that myAuth was good to go.  I’m a tech nerd, and I’d love to know how the iPad and PC zipped through the QR code so quickly, but I’m not going to mess with success.

Next I expected to sign up for a new Next Gen ID card.  Or what I hoped to do, anyway.

“What’s The Expiration Date Of My New Military Retiree ID Card?”

After receiving my Medicare card and checking that Tricare West knew I was starting Tricare For Life in October, I wondered how DMDC knew that I’d signed up for Medicare & TFL. If I renewed my ID card by mail, would they give me a new expiration date? Or would it be the same 30 September 2025 expiration date that I have now?

I decided to call their customer-service line.

The customer-service representative claimed: “Some of our sponsors have told me that their mailed ID card had the old expiration date.”

I’m not making that up. Not only did the DMDC call center not have a reference on renewing an ID by mail for Medicare & TFL– they were also repeating gossip from social media.

I eventually got a supervisor, who admitted that they just don’t know how DMDC sets the date on new IDs by mail.

He suggested that if my ID didn’t show up in the mail within 30 days, or if the new ID still had the old expiration date on it, then I could report it lost/stolen and visit a RAPIDS site (in person) to get the proper ID.

I’m still not making this up. These are the customer-service experts giving their best advice.  Because, you know, it’s really rare for 64-year-old military retirees to sign up for Next Gen ID cards along with Medicare & TFL. [/snarcasm]

(If you work for DMDC, feel free to contact me with more links.)

You submarine vets are already smirking while reading this, because you already know what I did: I applied for my new military retire ID by mail, and I also made a RAPIDS appointment for 35 days later. If the new ID still had the old date on it, then I’d still have a RAPIDS appointment (with my Medicare card in hand) to get the right date on my military retiree ID.

I logged into that DMDC site on 22 July (once again using the Okta Verify app for a confirmation code) and requested a new military retiree ID.  DMDC’s site claimed it would send an ID with an expiration date of INDEF.

Two days later, DMDC e-mailed:

“Your request for the cardholder’s DoD Uniformed Services Identification card (USID) has been successfully processed. The card has been mailed to the cardholder via the U.S. postal service.”

On the 28th, my new ID was in my mailbox. It got to Oahu from Wichita KS in only four days, which is better than average.  Kudos to whoever set up that mail-response process with the USPS.

Best of all, my new military retiree Next Gen ID has a large INDEF date on the front. The back of the ID notes an effective date of 2025July22, the date I requested it.

Like a bank card, it was wrapped in a notice that sternly admonished me about the requirement to activate the card before I could use it. The activation not only turns on the card in the various databases but also makes it valid for a military base’s scan by a gate guard.

(I’m also flying to the Mainland in September, and the TSA checkpoint in Honolulu airport will let me know right away if the card works in their system. Just in case, I’m also carrying my passport.)

Once again I logged into the DMDC site (and yes, still yet once again with the Okta Verify app) to confirm that I’d received the card– and then I activated it.

Finally, I canceled my RAPIDS appointment.

“What’s Different On The Military Retiree Next Gen ID?”

(You only care about this section if you’re in your 60s and you’ve carried a laminated paper retired ID for a while.)

The Next Gen ID started rolling out in 2020, perhaps slowed by the pandemic.  There are rumors that it’ll be mandatory by January 2026, but nobody has formally announced it yet.

At that last link, DFAS used to list 1 January 2026 (along with DMDC and Military OneSource) but DoD recently walked everybody back to “somewhere during 2026.”

I’ve joked about DD Form 2s for over 45 years: it’s the ancient DoD form number for a military ID, and also the form number for placing U.S. Naval Academy midshipmen on report. Those days are over: I’m now carrying a DDUSID.

It looks more like a bank credit card than a laminated ID. It has a color photo instead of black&white, and I didn’t have to sign it before it was laminated.

The front declares that I’m an authorized patron for MWR benefits, the commissary, and the exchange.

The back is covered in bar codes. It also squeezes in another headshot (with my date of birth), my DoD ID number, my Tricare benefits number, and the date of issue.

The back also states “Medical:  Verify Eligibility.”  The website for the Common Access Card claims it’s Tricare’s fault:

“… changes to TRICARE that make it extremely difficult to accurately display a cardholder’s medical benefits on the back of the card, such as requiring enrollment within 90 days of a qualifying life event, establishment of an annual open enrollment window, and defaulting to Medical Treatment Facility care only if a TRICARE option was not selected. Medical providers verifying eligibility ensures the appropriate medical benefits are provided to the appropriate populations.”

Frankly, I’m surprised that this cards-by-mail process went as well as it did. My paranoia feels justified, especially the parts where the federal government agencies have been changing and upgrading all of their logins with new security systems. I’m glad I went through my dress-rehearsal logins well in advance and had the time (and patience, and perseverance) to deal with balky hardware & apps.

Although we can easily search for information from Social Security, Medicare, Tricare, and DMDC, it’s an overwhelming stack of reference material with unreliable keyword searches. (It’s also in just about every military retiree newsletter– and even old-skool military retiree magazines.) If you’re not a technically literate website user (or if your cognition is declining in your 60s) then it’s very challenging to navigate all of the decision branches.

If you don’t have a smartphone for the apps then you’re not completing the process online at all. Even worse, if you’re not physically mobile then you absolutely need an advocate to help you get to all of the local offices of the agencies.

This is one of the longer posts I’ve ever written (over 4400 words) and its keywords should keep it on the first page of search results for a few years.

Have you signed up for Medicare & TFL yet?  As a notorious television doctor asks:  How’s that workin’ for ya?

Please post your other Tricare questions in the comments, or use the Contact me link, or e-mail me at NordsNords at Gmail!

There are no affiliate links or paid ads in this post.  Try your military base library or local public library before you pay money for these books– in any format.

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  • Success stories and personal checklists
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Use this link to order from Amazon.com!

Raising Your Money-Savvy Family on Amazon:

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Related articles:
Questions About Medicare + Tricare? We Have Answers.
How I Cost My Dad Over $2000 in Medicare Benefits
Medicare, Tricare For Life, Medigap insurance, and Congress
Financial Peace While in the ICU
Why You File Your Veterans Disability Claim (Not Just How)
Updated VA disability claim and medical tests
Medical Tourism at Bangkok’s Bumrungrad Hospital (2025 update)

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