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Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117

October 01, 2025 / 01:05:37

This episode of Personal Finance for Long-Term Investors covers retirement planning, financial independence for military veterans, and the importance of adapting to life changes. Host Jesse Kramer is joined by Spencer Ree, an Air Force veteran and financial educator.

Jesse discusses the concept of change in retirement, emphasizing that retirement is not a fixed point but a dynamic phase that evolves over time. He shares anecdotes about how personal circumstances, health, and social circles shift throughout retirement.

Spencer Ree shares his insights on financial planning specifically for military service members. He highlights the unique financial challenges they face, such as lower income during enlistment and the importance of budgeting and saving.

The conversation also touches on the transition from military to civilian life, with both Jesse and Spencer discussing the emotional and practical aspects of this significant life change. They emphasize the need for communication and planning to ensure a smooth transition.

Listeners are encouraged to consider their financial strategies and life goals as they approach retirement, with practical advice on how to prepare for the changes that come with this new phase.

TLDR

Jesse Kramer and Spencer Ree discuss retirement planning, financial independence for veterans, and adapting to life changes after military service.

Episode

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Welcome to personal finance for long-term investors, where we believe Benjamin Franklin's advice that an
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investment in knowledge pays the best interest both in finances and in your life. Every episode teaches you personal
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finance and long-term investing in simple terms. Now, here's your host, Jesse Kramer. Welcome to Personal
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Finance for Long-Term Investors, episode 117. I'm Jesse Kramer. By day, I work at
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a fiduciary wealth management firm helping clients nationwide. You can learn more at bestinterest.blog.
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blog/work. The link is in the show notes. And by night, I write the best interest blog and I host this podcast. I
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help busy professionals and retirees avoid mistakes and grow their wealth by simplifying their investing, their
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taxes, and their retirement. Later today, I'll be joined by Spencer Ree. Spencer is an Air Force veteran who
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reached financial independence and now shares advice mainly for other military vets. But it is really interesting how
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retiring from the military shares so much in common with a more traditional 9-to-five retirement, especially when it
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comes to some of the non-financial aspects of life transitions. You know, life transitions like retirement can be
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so much harder than they appear on the outside. And we made sure, Spencer and I made sure that even if you're not a
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military service member or a veteran, you're still going to find a lot of value in Spencer's story and in some of
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his lessons learned. But first, we have a review of the week. This one is from uh Hemo Mojo Filter who said,
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"Meaningful content delivered concisely. Jesse is one of my favorite content
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creators in the personal finance space. His style is matterof-act and straightforward, and he explains complex
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financial concepts in easy to understand language. Jesse helps build confidence through improving financial literacy,
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and he focuses on data and facts, not personal opinions." Well, Mojo, thank
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you for the kind words, and I'll be happy to send you a Supersoft podcast t-shirt. Just drop me an email to
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[email protected]. And listeners, if you have a question, a concern, or feedback that I can answer,
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especially for a future ask me anything AMA episode, you can send those questions to my email,
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[email protected]. Before we get to Spencer today, I want to share two bigger thoughts with you.
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The first one is about the only constant in retirement, and the second one is about something that I'm calling the
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retirees financial decathlon. Your only retirement constant will be change. It's
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like that Pete Seager song or the bird song, you know, to everything there's a
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season. Turn, turn, turn. A time to weep, a time to laugh, a time to mourn, and a time to dance.
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>> Some of us retire at 70, others retire at 40. But no matter your retirement
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age, your retirement will change over time. It evolves. It's not just a point
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in time. It's not just one age. It's decades long and it's going to change.
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At times, it's literally seasonal. I think of my parents. My parents love to
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garden. So spring through late summer, it's their number one retirement pastime
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is out in the gardens. But their daily schedule undergoes a change, a big change in winter. You know, turn turn
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like the bird said. Now, what else changes? Well, you get older pretty obviously. I was speaking to a client
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recently about the go- go, the slowgo, and the no-go phases of a typical retirement. They took a trip to Europe
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together. And after they got back in Italy, I think they were on their feet for 5 or 6 hours a day, putting in 6, 8,
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10 miles of walking a day. And they felt a little less go- go and a little more slowgo than before. And that trip kind
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of brought it into focus. Uh, what else changes? Well, everyone else gets older,
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too. I think this is a really interesting one. You know, your grandkids, I I've seen this in my own
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life with my parents and their grandchildren. My my daughter are my nieces and nephews. The grandkids go
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from diapers to kindergarten and next thing you know, they're kind of too cool
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for you and then they're off to college and beyond. All in the span of your retirement. Your own children are
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probably going to go from young professionals to married with kids and eventually they'll become empty nesters.
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All within your retirement. So these people, these other people in your life, they are changing too. Your health
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rhythms will change. Even if you start retirement feeling great, your body changes. A bum knee will alter those
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daily walks will alter those golf habits. A doctor's order will shift your diet or exercise. For some retirees, the
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biggest health change is simply more doctor's appointments in the first place, filling your calendar.
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Friendships and social circles will change. Friends will move away, chasing their grandkids. Other friends are going
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to pass away. Other people might actually surprise you and get closer. Your people will change over time. And
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with that comes new rhythms of connection or loneliness, especially if you don't adapt. From the Stacking
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Benjamin show, Joe Saul Seigh frequently shares a story about his friend whose main goal was to retire to the
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mountains, which I think a lot of us can relate to. The mountains are beautiful.
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I'm going to retire to the mountains. So, he had decades of hard work, years
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of planning, and he made it happen. He retired to a beautiful home in the remote mountains. And then within months
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of doing so, he realized he had completely isolated himself, physically isolated himself from all his previous
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social circles. And he couldn't wait to undo his choice of moving to the mountains and move back to civilization.
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So that's a pretty interesting uh anecdote. Finances and markets change, too. You know, the 4% rule, it's only a
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guidepost. Your retirement withdrawal strategy will change over time. It has to. It has to be dynamic. Markets don't
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move in a straight line. Inflation, tax laws change, even just your own spending
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patterns will shift and will change how you approach your money. Your community and environment will change, too. Your
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neighborhood, your town, your city will change. A coffee shop closes, a new park
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opens, neighbors will come and go. Or maybe you move yourself, downsizing, moving closer to family, chasing warmer
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winters, becoming a snowbird. Our neighbors moved just last month. They're probably 70 years old and they they're
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still in our town, but they just wanted to downsize out of the family home where
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they raised their kids, you know, the 2500 foot home into a smaller 1,300 ft² onele ranch style home. Very common. And
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then what's kind of funny, the new neighbors who moved in after them are also retirees. They're also about 70
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years old. They're moving 6 hours north from New Jersey. Why? well, to chase
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after three of their adult kids who happen to settle in greater Rochester and their multiple grandkids, all of
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whom are close by. So anyway, different reasons for moving all for retirees in this particular case. Uh your energy,
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your priorities will change. Your mileage may vary. At 60, you'll be up for adventure. At 70, a slower routine
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starts to feel better. And at 80, you're only focusing on simplicity. You know,
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again, your mileage may vary on that. But the point is, the things that you want from retirement will evolve, and
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that's not a bad thing. the the juice you squeeze from daily life will also eb
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and flow and it will it'll eb more than flow as time goes on. Technology certainly changes. I know it sounds like
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a small thing, but it's pretty huge and it's probably bigger than it's ever been
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before. I mean, just look at this example. How long do you want your retirement to be? I think would a fair
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number fall between 20 years and 40 years. Let's use that range. The worldwide web is 35 years old. Wi-Fi is
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25 years old. It became commonplace, at least here in the USA, starting about 20
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years ago. iPhones are 18 years old. Simple stuff like GPS, maps, FaceTime, video calls, streaming TV shows, even
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text message. These weren't like proliferated, ubiquitous, popular technologies until the last 10 to 15
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years. So technology will keep changing by leaps and bounds all within the time frame of your single retirement. So
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adapting to that technology can either expand or limit your personal world. Purpose and meaning can change a lot too
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for retirees. Some retirees discover purpose in volunteering, in mentoring, in a faith community. Others lose steam
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after the honeymoon period of their retirement, and they need to reinvent some way to find fulfillment. And again,
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20 or 30 or 40 years is a really long time. That fulfillment cycle can turn and turn and turn over and again. We all
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know people who have reinvented themselves throughout their 20s and 30s and 40s. And I don't think that ceases
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just because we're in our 50s and 60s and beyond. It might slow down for some
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people, but it speeds up for others. It rarely halts altogether. So no matter your age, no matter your retirement
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plans, I believe the only constant in retirement will be change. And now for this other idea I alluded to before, the
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retirees financial decathlon. While that first little stanza, the first little topic focused more on the softer side of
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retirement. This is going to focus on some of the nuts and bolts finances of retirement. If you're not familiar with
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Peter Aia, that's how I'm going to start this little uh story. Peter Tia is a
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doctor, a scientist, an author, an all-around health advocate. And he came up with this concept that he calls the
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centinarian decathlon. And it's a framework that asks, "What 10 physical
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tasks do I want to be able to do at age 100?" Centinarian 100. So very lofty.
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What 10 things do I want to be able to do at age 100? And from there, Peter Aia works backward identifying the strength
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and mobility and endurance that we need today at our current age in order for us
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to kind of age gracefully into those goals in the future at age 100. So this decathlon, it reframes fitness as
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preparation for longevity and for independence, not necessarily for pure performance or aesthetics. The idea is
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is kind of simple. We train today for the functional life that we want decades from now. And my thought was, well, can
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we do the same thing for retirement, retirement finances? What are the 10 most important aspects of a financially
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sound retirement? And how do we start preparing for that future today? So, the 10 items in my retiree decathlon. What
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matters in retirement? It's crucial to focus on yes, family, lifestyle, purpose, all those other soft aspects of
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retirement. If you haven't listened to episode 106 of this podcast that it's a
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really good one to listen to that focuses heavily on that side of retirement. In fact, most postretirees
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actually end up realizing that the soft stuff of retirement is much more important than the financial nuts and
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bolts. But nevertheless, I'm going to focus on the finances for today for this
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retirey decathlon. The 10 nuts and bolts tasks that we should start today and work on throughout retirement. The first
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one is to understand your future paycheck or you know in quotes paycheck. Your cash inflow during your career is
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really easy to understand. It's mostly your paycheck. It's really simple. But
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obviously there's a significant change in retirement. No more paycheck. All pre-retirees need to understand where
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their future retirement paycheck will be coming from. Some people assume it's
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100% from social security. Other people assume it'll come 100% from their 401k
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savings. The truth is usually more nuanced. Your retirement paycheck will likely have multiple sources. It will
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change over time. It'll be unique to you. It should be optimized for your lifestyle, for your long-term
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sustainability, for tax minimization, other things like that. And even if you're years away from pulling the
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retirement trigger, it's not too early to consider uh where your retirement paycheck will come from. On that note,
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if you're interested, I wrote a a free PDF white paper. It's called the step-by-step guide to building your
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retirement paycheck. And if you sign up for my email list, you can get a free copy of that PDF sent straight to your
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inbox. You can sign up at bestinterest.blog at the homepage or you can follow the link in the show notes to
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this uh article, the retirees financial tool. And there are multiple places in the article where you can sign up. You
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can download your free copy of the step-by-step guide to building your retirement paycheck. But now on to event
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number two of our decathlon. Allocate and build your portfolio. It's fine advice to say just save more money, but
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we all need to dig a little bit deeper. How much should we save? How do we allocate those dollars into different
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asset classes, stocks, bonds, etc. And then why do we make those allocation decisions? Uh what assumptions should we
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make for future returns on investment? Like how will our money grow? And then how do those allocation and growth
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assumptions change over time? Your portfolio will be a significant part of your retirement lifestyle, your
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retirement finances. It might be the only part of your retirement paycheck for a few years if you plan on retiring
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early, right? You won't be able to turn on social security yet. So, your portfolio is going to be the only
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probably one of the only inputs into your retirement paycheck. So, we need to focus on the allocation and and the
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structure of our portfolio. Event number three in this decathlon is to understand
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your social security strategy. On its face, you have to decide when and how to claim social security for a maximum
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lifetime benefit. But yes, it's more nuanced than that. So, I suggest asking
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a lot of different questions. Uh, I wrote an article I'll link in the show notes. It's called when should I take
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social security? And I suggest asking questions like, uh, what's your family
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health history? Should you delay social security in order to make it into more of a longevity insurance for your plan?
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Do you plan on part-time work during retirement? How might spousal benefits and/or survivor benefits impact your
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family and your specific social security strategy? How how risky, how threatening
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is the sequence of returns risk for you and will early social security claiming actually alleviate that risk? Maybe just
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one of the basic ones, one of the more basic ones is is social security like this fundamental pillar of your
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retirement or if it disappeared, do you have enough money saved up that you you don't really need social security in the
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first place? It's not that important. All those kind of questions can help us
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provide more color in determining when you should take social security and what your family social security strategy
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needs to be. So that's the third event of this decathlon. The fourth event is
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to develop a taxefficient saving and draw down strategy. There is a generally accepted retirement withdrawal order of
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operations to minimize retirement taxation. Uh, if you're curious what that generally accepted order of
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operations is, I suggest reading the article that I linked in the show notes called your retirement withdrawal order
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of operations. But it begs the question, is there a taxefficient accumulation strategy? Yes, but involves forecasting
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some uncertain futures, especially around tax rates and investment returns, and then acting now on that limited
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information. That's why the best strategies are kind of a it's a dynamic
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year-by-year evaluation. It's a decision tree rooted in what we know now, but
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then branching out to evolve based on how today's facts might change. So, you
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should ask yourself these kind of questions every year. What's my income and what's my marginal tax rate this
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year? What tax advantage accounts are available to me this year? What does my current tax diversification look like?
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Meaning, do I have monies in traditional pre-tax buckets, in Roth post tax buckets, and in in taxable buckets? So,
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that's that tax diversification. what do I expect future tax rates to be for me
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personally based on my income future income but also for the broader tax system and then last what non-ax
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considerations might impact these decisions things like liquidity simplicity employer matching getting an
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inheritance etc so all of those play into developing a taxefficient saving and a tax efficient draw down strategy
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the fifth event in this decathlon is to plan for healthcare costs in episode 108
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of personal finance for long-term investors I answered a listener's AMA question by diving deep into health care
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costs before, during, and then after retirement, I mean, you know, Medicare, kind of the long-term play of retirement
00:14:55
healthcare, because yes, retirement healthcare can be a scary proposition. But I would urge you to consider this.
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Millions of people have walked this retirement path before you, and their lessons, good, bad, or ugly lessons are
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out there for you to learn from. More specifically, we do know, you know, it's
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been figured out how health care costs fit into a broader retirement financial plan. That information is readily
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available. So, the the work that remains for you is to consider how you'll tackle
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that question in your specific life. The answers are out there. We just need to put in the work to consider how they
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apply to our lives. Event number six in the decathlon is to make an estate plan.
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And I'd ask you is preparing for retirement and preparing for death. Are those two separate tasks? Ultimately, I
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see them both as thinking ahead and doing so quite prudently. So, as you age, as your family grows, as your
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balance sheet becomes more complicated, it becomes increasingly essential to review and revise your estate plan. Are
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your loved ones protected from the vicissitudes of fate? Who will receive assets upon your death and in what
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amounts and with what stipulations? Are those gifts tax optimized? those kind of
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questions. Do your loved ones know about your plans? Have you communicated with them? And if not, why not? All those
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questions are really important and I I can't uh emphasize enough the importance
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of making and editing, reviewing, and revising your estate plan. Event number seven is to change or alter your
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portfolio over time. So again, one of my foundational financial planning and investment management principles is to
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think about goals first and then timelines to those goals and then the appropriate risk for those timelines and
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then the appropriate assets based on that risk level. So what are the goals for your money? What are your preferred
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or required timelines to reach those goals? How much risk can you afford to take across those timelines? And then
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what assets can you invest in based on that amount of risk? As you age, your goals might change. Your timelines will
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undoubtedly change. I mean, time is going by. It's the only constant, right?
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And your portfolio should adjust in concert with those facts. Surprisingly, you might even reach a point where your
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timelines are no longer actually your timelines. Instead, you'll invest based
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on your estate plan, based on the timelines of your descendants, of your heirs, or of charities that you plan on
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bequesting money to. It's not uncommon to see a person's uh recommended risk
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start high in their younger years, glide lower into retirement, but then eventually increase again toward the end
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of their life. Event number eight is to stress test your plan. Will your financial plan survive market
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volatility, inflation, longevity, or the other curveballs that life can throw your way. It's worth asking those kind
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of whatif questions. There are various software packages and various professional experts who can help you
00:17:38
stress test your plan. Event number nine is to consolidate and simplify. What's
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the point of compounding wealth if it also comes with compounding stress? Most retirees see a big psychic benefit from
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simplifying their financial lives. It's a bit like cleaning your house. Now,
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what's the best way to do it? Probably by keeping it clean in the first place.
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But if you've come to the point where your uh financial plan, your retirement
00:18:00
plan, your financial picture is a little bit out of control, there are many ways
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to consolidate, simplify, and just end up with a uh a less stressful, a more simple plan going forward. And then
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event number 10 of our decathlon, it's a one-word event. I'll pause and let you
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take a little guess at what this one word is. The word is spend. The last event on the retirey decathlon is to
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spend your money. Spending and saving are these two separate muscles. And too often a frugal retiree will enter their
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golden years with a a massive savings muscle, but with atrophied spending muscles. So an important thing to do
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even before retirement is to start flexing, start exercising your spending muscle. If you feel like a habitual
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saver, if spending money gives you anxiety, if your only pair of pants is 17 years old and fraying at the seams,
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spend. Start now. You don't have to go crazy, but you shouldn't wait until
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retirement. You can go out and buy a new pair of pants. So, thank you for listening to that retirees financial
00:19:01
decathlon. I hope it was interesting and entertaining for you. Here's a quick ad
00:19:05
and then we'll get back to the show. You probably know that I love listener inspired content, but this is my first
00:19:10
listener inspired advertisement. Frank asked me in short, Jesse, is there a best time to start working with you as a
00:19:16
client? And the short answer is yes. There are two ideal times. One is at the beginning of a new year for probably
00:19:22
some pretty obvious reasons, but the second one is right about now, September and October. It's the perfect time for
00:19:27
year-end tax planning to ensure you find the correct balance of Roth conversions,
00:19:31
tax gain or tax loss harvesting, making charitable gifts, spreading out any portfolio changes over multiple tax
00:19:37
years, or whatever other tax dials we can turn for you. Working backward from the December 31st tax deadline, the time
00:19:44
to start those initial conversations is right now, August, September, maybe into
00:19:48
early October. You want to give yourself and us enough runway to make sure we get
00:19:52
this right for you. So, if you're interested in starting a conversation with me and my colleagues, you can go to
00:19:58
bestinterest.blog/work and fill out the form there. Again, that's on my blog on the work with Jesse
00:20:04
page. The address is bestinterest.blog/work and fill out the form. And with that,
00:20:10
we're now going to introduce Spencer Reese onto the podcast. Spencer separated from the US Air Force in 2022
00:20:16
after 12 years of active duty. And he helps military service members mainly and their families through his book, his
00:20:23
podcast, his course and website, which all fall under the the branding umbrella of the military money manual. So if you
00:20:30
hear us stay military money manual, that is really Spencer's brand. His book, his
00:20:34
podcast, his course, and his website all fall under that brand. And again, all those media channels are dedicated to
00:20:39
enriching military families, helping them reach financial independence as quickly as possible. I know most my
00:20:45
audience, you're probably not in the military. You're not a military veteran.
00:20:48
There are so many parallels, especially when it comes to the life transitions, and you'll hear Spencer and I dig into
00:20:54
that today. So, without further ado, here is Spencer Ree from the Military Money Manual.
00:21:00
[Music] >> Spencer, I'm glad we're able to do this, man. and and something that I was
00:21:07
thinking about one one potential place to start this conversation is that you know my listeners are used to me hearing
00:21:12
hearing me say that financial planning is a function of specifics right it's
00:21:16
your life your family your income whatever is unique and specific to you but to that end I'm thinking about your
00:21:23
expertise and the world that you're coming from some of the military world where there are some like it's kind of
00:21:29
funny to think about as like unique generalities so it's like a generality to military service members but it's
00:21:35
this very unique thing that separates military service members and their finances from say the civilians, the
00:21:41
general populace. So, at some point, and maybe we can do it right off the start,
00:21:44
I mean, what are some stories that you have when it just comes to some of those unique financial aspects of military
00:21:51
service? Is that is that too broad a place to start? >> No, that's a great place to start, I
00:21:54
think. Jesse, thanks for the softball uh softball start there. We were talking about this just before we hit record,
00:22:00
but there is a universality between civilian money and military money. The name of your podcast, you know,
00:22:06
long-term investing, and that's that's what I've been talking about over at my
00:22:11
website and my podcast for years now, but the vehicles that we use to do that might be a little bit different. You
00:22:17
know, we might say TSP, thrift savings plan, instead of 401k, but the basics of it, the fundamentals of it are exactly
00:22:23
the same as a civilian 401k. But so what are the big fundamental differences that
00:22:28
you'll see on the military side? Well, one thing is that you might have on the
00:22:33
enlisted side, you might have lower income for a longer period of time. So that so you might have to adjust
00:22:40
basically your expectations if you're going to stay enlisted for a full 20-year career, especially compared to
00:22:47
an officer in the same branch. You're just going to be making a lot less money. And probably towards the end of
00:22:52
your career, it might the difference might be as much as half. you might be only making 50% as an officer. So,
00:22:57
that's one thing there is just you have to kind of cage your expectations of of
00:23:01
your income potential while you're on the enlisted side. But that being said,
00:23:04
there's still tremendous opportunity to live below your means and save and invest and build wealth while you're on
00:23:13
active duty to set yourself up for a very nice transition to the civilian sector. I think the one of the other
00:23:20
things that that really comes up with military service members is a lot of times it's all they know, right? They
00:23:26
they join right out of high school, right out of college. It's their first and their only real adult job for maybe
00:23:32
just one enlistment, right? Two to four years or maybe even longer. Like pilots have a 10-year commitment and that
00:23:39
starts after the training's done. So now you're at looking at 12 years and that's
00:23:43
after you graduate university. So, you're in your mid30s before you ever have an opportunity to really think
00:23:48
about what you're doing and what you want to do next. >> What kind of day-to-day stuff is covered
00:23:53
in the military, Spencer? I mean, shelter, right? I mean, am I living in the barracks and is that covered? Food.
00:23:58
Like, so for the enlisted, for the officers, they might be getting maybe lower pay than maybe some of their
00:24:04
corporate civilian counterparts. I don't know. But then what parts of the lifestyle are actually covered by the
00:24:10
government, by the military? >> Yeah. So you're always going to have your housing covered in some way. So if
00:24:15
you're provided government housing, whether that's the barracks or housing
00:24:19
on base, you're going to have your housing covered by the government. And if there isn't housing available on base
00:24:25
or if you're high enough rank or you have or you're married, this is that's
00:24:31
another interesting factor of military service is especially on the younger enlisted side, there's a big push to get
00:24:37
married because as soon as you get married, you get to move out of the barracks and you get to go live in your
00:24:42
own house and and live your own life. So that creates this financial incentive and your pay goes up too because you'll
00:24:49
start collecting BAH basic allowance for housing with a dependent which is higher
00:24:54
than the basic allowance for housing without a dependent. There's this financial incentive to get married which
00:25:00
is probably much more intense than the pressure a civilian might feel where you might get a there's a tax advantage,
00:25:08
right? married filing jointly versus uh single, but most people aren't really
00:25:12
thinking about the income tax implications of of getting married. Although listeners of our show, our two
00:25:19
shows might might be thinking about that. So your your housing is always covered. On the enlisted side, a lot of
00:25:24
times you have access to a chow hall or, you know, some kind of food usually discounted and you either get you know a
00:25:31
card, a meal card. Everybody receives a basic allowance for sustenance, a BAS, and that's only like a couple hundred
00:25:38
dollars a month though. But for, you know, for most, this is another interesting thing is even though
00:25:43
unlisted pay might be quite low compared to their civilian counterparts, it can be quite good to someone who comes in
00:25:52
with only a high school education. And you get to learn a skill, you get to learn a trade, and all that's paid for.
00:26:00
And then, oh, by the way, you're going to get a GI bill as well. So now, if you
00:26:04
want to go to college, you can do that. But you can also just go to college while you're on active duty. There's a
00:26:08
thing called tuition assistance, and that will pay for, the numbers change, but let's say up to like $4,000 a year
00:26:13
of college tuition. So, so there's an opportunity, there's a tremendous opportunity to
00:26:19
essentially upskill yourself and make yourself more valuable. And you can use those skills while you're on active duty
00:26:26
or you can transition to the civilian world eventually. you know, apply those skills, especially, you know, if you're
00:26:31
in IT or any kind of computer connected cyber field that you can get all your certificates and then you can come out
00:26:38
and you can go, you know, walk straight into Microsoft or Apple or any, you know, any of Google, any of the big IT
00:26:44
companies in the world. They'll be glad to have you because you're qualified and
00:26:48
you you've been doing it for real while you've been on active duty. So, yeah.
00:26:52
Yeah. So, there's a lot of things that the government covers and then there's a
00:26:54
lot of things that because like on the enlisted side, what the classic mistake that a lot of people make is they buy
00:27:01
too much car because they say, "Well, I've got my I've got my housing covered.
00:27:06
I've got a I got a steady paycheck and I want to go get the 2026 Camaro that's,
00:27:11
you know, $80,000 and it's right out the lot and oh, the guy gave me a great
00:27:15
deal. 96-month loan only at, you know, 19% interest." And you're like, "Oh,
00:27:20
boy. You just paid $200,000 for an $80,000 car. >> No. >> Uh yeah, you're in trouble. So that's
00:27:28
the interesting thing is but it happens on the officer side too. You know, we call it the lieutenant mobile where as
00:27:33
soon as people graduate the Air Force Academy or any of the militarymies or or RTC, they think, "Oh, I got to, you
00:27:39
know, an officer drives a nice car. I got to go buy the BMW or I think right now it's the um Toyota Tacoma. they're
00:27:46
just snapping them up and they there's there goes another $80,000 on a vehicle
00:27:50
and it's like okay I mean if that's what you want to do but can I interest you in
00:27:55
something that's a little bit cheaper and you know explain to you the value of
00:27:58
compounding interest and all of a sudden it's like as an officer like you could
00:28:01
easily be a millionaire in 10 years but a lot of people don't they don't think
00:28:05
about that. >> I mean it sounds like you're you're kind of pointing it out but I I never really
00:28:08
thought about it before. There is such a natural hierarchy of rank in the military. I mean, is there some sort of
00:28:14
like keeping up with the lieutenants, keeping up with the colonels? Like, especially as you move up in the ranks,
00:28:19
you kind of start to look around. Do you feel like you need to spend more money to keep up with the equally ranked uh uh
00:28:24
officers? >> It goes both ways. I think some people see that as the game to play and they
00:28:32
keep, you know, up upskilling or or upranking the the vehicle or, you know, the kids go to the Monasuri school
00:28:38
instead of the the school on base. And, you know, the lifestyle creep is real. Whether it's because they're comparing
00:28:43
themselves to their peers. I mean, the crazy thing is is it's the most transparent organization in the world.
00:28:49
Everybody knows how much everybody is paid. Now, if there's a civilian spouse,
00:28:54
right, you don't know how much they're getting paid. But the the pay scale is
00:28:57
set by Congress and is publicly available. So, you know how much you as a captain is making, you know how much
00:29:03
your colonel boss is making. You know how much the airman that's working for
00:29:06
you is making. And what I find is that it usually splits around on the officer side around the captain rank where you
00:29:14
have some people realize like this is a stupid status game that I don't need to
00:29:19
play and I can play a different game. And those are the people who become who rank up and eventually they're colonels
00:29:25
who are driving the 20-year-old Honda Civic and they're like, I I got nothing
00:29:29
to prove. like I get all my status and recognition from from my job, right, and from my rank or from what I do for the
00:29:35
organization and I don't need a Porsche or a BMW 7 series to to show off. Like a
00:29:42
lot of times the cheapest, rattiest looking car in the parking lot is the Commander car.
00:29:47
>> Yeah. >> They're just like, "This isn't a game I want to play." But like I said, it does
00:29:50
split. And so you have some people who say, "Okay, now I'm starting to make
00:29:53
it's about captain where you're starting to make six figures as an officer over
00:29:57
$100,000 a year." And there are some people who are like, "Okay, now I'm
00:30:01
making the real money and I can really start upgrading my lifestyle." And you know, it's crazy, but we've had
00:30:08
people, we've talked to people who have listened to the podcast and they're
00:30:12
they've been in as officers for 10 years or 15 years or almost even 20 years and
00:30:17
they're still living paycheck to paycheck and you just want to like grab them and be like, "What what are you
00:30:22
doing?" Like if they're not stressed about it, okay, fine, whatever. But
00:30:25
they're always stressed about it, right? Like there's there's never someone who's
00:30:28
living paycheck to paycheck that is enjoying that situation when the car repair bill comes in and you're like, I
00:30:34
have negative $10 in my checking account. How am I supposed to pay for this? >> Where do you find in those cases? Where
00:30:38
is the money going? Cuz I mean, we talked about the cars, but from the the lay person right here, I am the the
00:30:45
ignorant lay person looking in. I think to myself, well, most of the, you know, if we think of the big three is
00:30:50
transportation, food, and housing. Well, two of those three are covered or at least covered in large part. So then I
00:30:57
mean is there just a lot of like spending on toys for lack of a better term or or where do you see that money
00:31:01
is usually going? >> Yeah, toys, lifestyle, alcohol maybe. Yeah, >> vacations possibly um you know spending
00:31:09
on the kids or the family. But like you said earlier, you know, with financial planning it being a very individualized
00:31:14
sport, the reasons people get into trouble is always individualized, right? And most of the time it's just because
00:31:21
there's a lack of communication with the spouse and or there's there's a lack of
00:31:25
vision for what I say spouse but it could be a single person as well where they just don't have a vision for their
00:31:31
life or they never had a role model. Usually that's what it is. You know, it's usually money was not a topic that
00:31:37
you talked about at home and then you just you don't know any different and so
00:31:42
you just keep doing it. And people tend to treat money as something that comes and then something that goes and they
00:31:48
don't realize that all you need to do is carve off 5 10 15% of that stream and
00:31:55
invest it in the long term and let compounding interest go to work. And nobody's ever sat down and and taught
00:32:02
them that. if you could. That's why I started the podcast and started the website and wrote the book was because I
00:32:08
wanted to be that resource of look like here's what to do and also here's why
00:32:14
you do it >> because I think a lot of times people are like why, you know, why would I save
00:32:19
more than 5% on my TSP? It's only matched up to 5%. you just want to like you just want to show them and be like
00:32:25
look like living paycheck to paycheck is painful and like not having money in the
00:32:30
bank means that you don't have options and so when you have more options you
00:32:34
have more freedom in general you're you're happier and if that's not the
00:32:39
game we're playing then that's fine we can play a different game but for most
00:32:41
people I mean that's that's really what they want right they want freedom they
00:32:44
want choices they want happiness >> and so do their spouses and thinking back you you mentioned something in that
00:32:48
answer Spencer about about communication with spouses and and And again, forgive
00:32:52
my lack of nomenclature, but whether it's a deployment or active duty, I if those are not synonyms, you you can
00:32:58
probably inform me and my audience on exactly what those mean. But I think to myself, well, boy, if someone is
00:33:03
spending, it's one thing if they're living on base with their spouse, but
00:33:06
what if two spouses are a world apart because one of them is deployed. And now all of a sudden you you still have I
00:33:14
mean obviously they they have bigger fish to fry at the moment than thinking probably about their household fi
00:33:18
finances if they're deployed but someone has to be thinking about it and now you
00:33:22
have this challenge in communication. I mean did you live through that yourself or or you have stories to share from
00:33:27
that angle? The story I would share is from my personal experience, it became positive, but initially when my wife and
00:33:36
I got married, I'd only been in on active duty for a year and I was still in pilot training. So, I was still going
00:33:44
through my initial training course. So, I wasn't even a real I didn't have my
00:33:47
wings. I wasn't a real pilot yet. And I I kind of showed her like how I was budgeting and like how much money we had
00:33:53
coming in and how much money we had going out. I I was living paycheck to paycheck because she would be like,
00:33:58
"Okay, well, we just got paid $1,000." And I'm like, "Right, but I have to pay
00:34:03
off the credit card bill from last month, which was $1,000." And she's like, "So, we have no money." I was
00:34:07
like, "No, no, like we're going to get another $1,000 in two weeks." My phrase
00:34:10
was always, "Just wait till next paycheck." And she was like, "I can't I
00:34:15
can't live that like that. That is not going to that is not going to work for
00:34:18
us." >> Good for her. >> Well, and it's funny because, you know,
00:34:21
I became the face and the voice behind the military money manual. If if I'm being honest, a lot of the ideas and the
00:34:29
motivation came from her. And really, I'm I'll give her a lot of credit for
00:34:35
fixing my personal financial situation because I was living paycheck to paycheck. And it was it was painful. It
00:34:41
sucked. And initially, we had I mean, every dollar was allocated to a job, which is good, but we each got $20 every
00:34:51
two weeks and that was our spending money. like that was our the money that you could decide whatever you wanted to
00:34:57
do with it. $20 and this was like this was not 100 years ago, right? This was this was 15 years ago. So, it didn't go
00:35:04
very far and it and it sucked and it was painful. And a lot of that was because I
00:35:09
was obsessed with paying off my student loans. We were putting a lot of like a third of my income essentially towards
00:35:15
paying off my student loans. And we did. We paid them off very early. It caused a
00:35:20
lot of friction, but it also forced us to learn to communicate really efficiently. And so when I was on
00:35:25
deployment, so I I deployed three times supporting operations in Iraq and Afghanistan. We were always checking in
00:35:32
with each other. You know, we knew how much money, you know, we both had access to our checking account. You know, she
00:35:37
was home, so she was in charge of the bills, but like almost all of our bills were on autopay and all of our
00:35:43
investments were on automatic transfer. And so there was really other than her just making sure that she didn't spend
00:35:51
too much on groceries or going out to eat. You know, her hobbies are are are relatively cheap. There really wasn't
00:35:58
anything for us to talk about. We had set up a system. And I think that's the
00:36:01
critical thing that I would I would want someone who's listening to this podcast,
00:36:05
whether they're civilian or military, is create systems. And yes, you do need to
00:36:09
check in with your partner. And you do need to communicate. And you especially when you're setting up the system, you
00:36:14
need to have that communication and decide like what are your values? What is important to you? What do you want to
00:36:19
spend your money on together? And how much money do you want to for yourself so that you can spend on whatever you
00:36:26
want. But when you're setting up those systems, it's it's extremely important
00:36:30
to communicate with each other. And when you go, we used to say going out the door, right? That's the phrase that we
00:36:36
would use when we were going on deployment. You want to have it set up such that if you don't have
00:36:42
communication, right, you don't have internet for a couple days or or a couple weeks. You know, during the Iraq
00:36:50
war, there was guys and gals out, you know, in Iraq and Afghanistan who didn't
00:36:54
have contact, didn't have internet for months, like literally just communicating by by letters. That can be
00:36:59
pretty tough. And you know, today we've got Starlink and all these other services where you'd have to be pretty
00:37:05
remote to not have internet contact for like a month, let's say. Even a month,
00:37:10
like could your plan survive for a month, right? Like if you went off the grid for 30 days, would your bills be
00:37:16
paid? Would your investments happen automatically? Would the rent be paid? And if the answer to that is no, then
00:37:23
it's like, all right, let's talk. Let's make a plan. Let's figure this out.
00:37:26
That's I mean it's a great test that that month away that weeks away that
00:37:30
quarter away test like I I can think about myself or I can think about people I work with and depending on that length
00:37:36
of time I think it's understandable that maybe a few things start to fall through
00:37:40
the cracks but at the very least it's you know can you go for the civilians like can you go take that two week
00:37:45
vacation with nothing falling through the cracks exactly right could you go away for a month could you take a summer
00:37:50
off without anything falling through the cracks those are questions worth considering and I think the closer you
00:37:55
get to perfection on that axis. I think more people would be better served if if they moved in
00:38:01
that direction for sure. But you kind of struck at something there, whether it was early in your relationship your
00:38:06
behavioral differences with your wife or whether it was later on where you said like, okay, we need to systematize this
00:38:12
and try to take some of our behavioral shortcomings just out of the equation altogether. I I'd love to dive down that
00:38:18
that rabbit hole a little bit more, Spencer, with are there any kind of repeated behavioral traps that you just
00:38:26
found like yes, they're general behavior traps that affect all of us in personal
00:38:29
finance and we can all learn a lessons from it, but you see them as just being especially common for military families.
00:38:36
>> I think for military families, the most common traits I see are those of
00:38:44
avoiders. So by that I mean it's usually not a will problem, right? They usually
00:38:49
want to be better with money, but it's a skills problem. They never they they
00:38:54
never got the training. They never saw it modeled by their family or their parents. And then they they marry
00:39:01
someone who also doesn't have those skills and probably also has the will, but they just can't bridge the gap
00:39:10
because they don't know who to turn to. And I mean the great thing is is the
00:39:13
military does offer a lot of free resources to service members. So I'll just throw out a couple. Military one
00:39:21
source. So that's sponsored by the Department of Defense. You can go to military1source.com
00:39:26
I think it is. But just Google it. Military one source. Free financial counseling there specific to your
00:39:32
situation. So you'll tell them, you know, hey, this is what we're struggling
00:39:35
with or this is what we want to know about. like they're not going to give you great investment advice other than
00:39:41
you should contribute to your TSP and they're not going to tell you like which
00:39:43
funds to select inside your TSP. If you want to see stuff about that, you know, check out my website. But they will be
00:39:50
able to just like have that budget, paycheck, that communication and that, you know, just kind of that initial like
00:39:57
rip the band-aid off moment where you go to your spouse and you say, "Look, like
00:40:01
I I don't know about this money stuff. I don't think you know about this money
00:40:04
stuff either." Maybe maybe skip that part, but you can just talk about yourself and be like, I want to be more
00:40:08
confident with money. In the Air Force, we call it the family service member and
00:40:12
family readiness center. And you can go there and you can sit down with a with a
00:40:16
real person face to face and they'll have you build a budget. They'll have
00:40:20
you, you know, talk about, okay, like what are the three big expenses of most American households? Housing,
00:40:25
transportation, and food. And like you said, for the military, well, food's mostly covered. Housing's mostly covered
00:40:33
unless you're renting something that's way above your housing allowance. And so
00:40:37
then your only factor that you really should worry about there is transportation. And so many times
00:40:42
military service members make the mistake of buying too much transportation for their rank, for their
00:40:47
paycheck. And if they could just not make that one single error, they'd be so
00:40:53
much better off. They'd just have so much more room to maneuver with their money, with their paycheck. That's the
00:40:59
kind of the overarching theme I see for military families is it's usually two
00:41:04
avoiders who just don't have the skills. And because they're avoiding addressing
00:41:11
the money issues, they don't ever get the will really either. So, I think the
00:41:16
best thing to do would be to go to your partner and say, "Look, I want to I want
00:41:20
to get a handle on this money thing and I want to I want us to stop living paycheck to paycheck or I want us to get
00:41:25
out of debt." Right? There's probably some part of your money story that
00:41:29
you're like, man, like that. Why do I have to send a,000 bucks a month to my
00:41:34
student loans? Like, can there's got to be a way to fix this? And just go to
00:41:38
your spouse and be like, imagine if we had $1,000 more a month. I mean, for some couples, it might be a matter if we
00:41:42
had $100 more a month. Wouldn't it be nice if we could like go out to Olive Garden and and not worry about it? or,
00:41:48
you know, go like have buy some beers and and drinks and and invite people over on the weekends and just kind of
00:41:54
like starting the conversation with a positive and then them being like, "Yeah, that sounds great. How are we
00:42:00
going to do that?" And like I said, Military One Source, Airmen and Family Readiness Center, the Navy, the Army,
00:42:06
they all have their own places on post or on base. And if you don't know who to
00:42:12
start with, just go to Military One Source and they'll find like the resources and they'll point you exactly
00:42:16
where to go. But you can even chat with them. I mean, you don't have to you don't have to sit on the phone and talk
00:42:20
to them. I know everybody these days just likes to go through the chat window. And you can do that. Like they
00:42:26
they even have they have email, so you can exchange emails if you want to. But there's so many free resources out
00:42:31
there. And it's such a shame to to watch military families continue to avoid the
00:42:37
problem when they're given so many opportunities and so many resources. I have, you know, success stories of
00:42:43
enlisted millionaires, you know, who are becoming millionaires like well before they reach military retirement of 20
00:42:49
years of service. Airmen who have saved over $100,000 after just a 4-year enlistment term. And I mean, are these
00:42:56
extreme examples? Are these outliers? Yeah, they are. But they're also proving
00:43:01
the point that, okay, maybe you can't have $100,000 in four years, but I bet
00:43:05
you could have $40,000. And if that sounds crazy to you, like the the data is out there and you are
00:43:12
getting paid enough to make that happen. It's just a lot of it is look at your
00:43:16
lifestyle, cut out the fat, and you know, focus on your opportunities to make additional income, which like you
00:43:23
were saying, deployments. Not only is it an opportune time to have those communication questions and discussions
00:43:29
with your partner, but you have the opportunity where now when you're deployed, all your food is free, all
00:43:36
your housing is free. You're going to continue to collect housing allowance for the station. If you have a dependent
00:43:44
back at your duty station, you're going to continue to get housing allowance for
00:43:46
them, but there's nothing to say that they can't downsize, right? like they
00:43:49
can move all their stuff into storage and move back home with their family, which depending on your family might not
00:43:53
situation might not be ideal. So, don't do that. But they're still going to have
00:43:57
expenses, but when you're deployed, you know, you don't have any expenses. Your
00:44:01
income goes up and you're making tax-free pay. Usually, if you're deployed to a combat zone, there's
00:44:07
tremendous opportunity there to get way ahead. And I just saw a post on Reddit the other day. I think a guy's on a
00:44:13
ninemonth or 12-month deployment. And the first three months, he paid off all his auto loans. you paid off. Oh,
00:44:18
student loans. And he's like, "Okay, what do I do next?" And it's like, "All
00:44:20
right, man. Let's like back out your TSP, Roth TSP, Roth IRA. Okay, what about what's next? Tackable taxable
00:44:26
brokerage, you know, let's go like in the like you can literally change your
00:44:29
life around in a single deployment." And I think so many service members just let
00:44:34
that just they just let it go to waste and they don't stay and it doesn't like
00:44:38
you don't have to stay focused on the goal. You just have to set up a system
00:44:42
when you first get out there and then you can worry about, you know, what you're actually doing on that
00:44:46
deployment. but and let your money take care of itself. >> Yeah, it's interesting that you point
00:44:50
out that because especially maybe the earlier career service members like you alluded to, I think you said Spencer,
00:44:56
that like once you reach captain, that's when you first hit maybe six figures
00:44:59
worth of income. So before that, you're on five figures of income. And if you do
00:45:04
make that really common mistake that you pointed out, which is just like buying too much car, you've got the money, so
00:45:08
you decide to spend it on a car. Like we all know that Camaro example that you pointed out that buying too much car and
00:45:15
getting too bad of a loan on that car is easily a five figure mistake. It might even sneak into a six figure mistake
00:45:21
over many years. And when you're quote unquote only making five figures, >> you can't afford five and six figure
00:45:28
mistakes like that. And if instead you could if people could make the better choice up front,
00:45:34
>> prevent that mistake, save that money, put it in their TSP. It really is the
00:45:38
difference between kind of like floundering throughout your military career and maybe pivoting postc career
00:45:44
and being like, "Yeah, I don't have too much to show for my military career. I
00:45:47
didn't save that much." Versus pivoting postmilitary career and being that
00:45:52
millionaire or having that flexibility to do whatever you want after the military. Here's a quick ad and then
00:45:58
we'll get back to the show. I still remember it was 2019 and a guy from Fidelity came in to speak to my then
00:46:04
employer about personal finance in general and about our 401k plan in particular. There were 60 or so of us
00:46:10
who attended, mostly 50 plus years old, clearly with retirement on their minds. And nothing against this individual from
00:46:17
Fidelity, but unfortunately the guy just didn't really know what he was talking
00:46:20
about. It ended up being a major disappointment. And a bunch of my colleagues afterwards said in short, you
00:46:25
know, man, we're really thirsty for good financial retirement information. Where
00:46:29
do we go find it? Now, does that sound true, listeners, for you and your colleagues? Last year, either in person
00:46:36
or via Zoom, I spoke to about 800 employees at 11 different organizations. Sometimes about personal finance in
00:46:42
general, sometimes about specifics of their retirement plans, sometimes about the the nitty-gritty details of social
00:46:48
security and withdrawal planning and retirement math. The point being, if you're interested in inviting me to come
00:46:54
talk money to you, to your colleagues, where you work, that is absolutely something I'm interested in talking to
00:46:59
you about. Simply drop me an email to jesseb bestinest.blog and let's start a
00:47:03
conversation. And let's actually pivot and talk about that a little bit. Let's
00:47:07
talk about what postservice life looks like because I can just see all these parallels between the transition to
00:47:14
retirement for all civilians, which is something I talk a lot about, against the transition to postservice life for
00:47:21
military members, whether that means actual retirement for them or simply a transition to a different career. But
00:47:27
I'm I'm really curious like what are some of the biggest sticking points
00:47:30
financial or otherwise that that you've seen when it comes to transitioning from
00:47:34
active duty to post service life? >> Well, I'm actually I'm going to I'm
00:47:39
going to flip the question back on you, Jesse, because I want to hear what you have to say, but I'm going to I'm going
00:47:43
to frame it. I transitioned out of the service before I was eligible for a military retirement, but I did all the
00:47:50
classic veteran mistakes, right? So, I didn't have a job lined up when I got out
00:47:55
because I thought my side business was going to be enough. And on the income side, yes, it was enough. But on the
00:48:01
purpose and meaning side, no way. It It just didn't fill that cup that didn't it
00:48:07
didn't fill that need that I didn't realize was being met by my military
00:48:12
service. I got really depressed after leaving active duty for a couple months. And it wasn't until I started that first
00:48:20
job that I was flying for a a major US airline that that kind of that like that will for life just came back and I was
00:48:29
like, "Okay, like I I'm back in it. You know, I've got a team again. I'm doing
00:48:33
it." But then I made the other veteran, not mistake, but common thing that happens where 6 months later I quit. I
00:48:40
very quickly after a couple months flying, I was like, "This isn't it. This
00:48:45
doesn't it doesn't check that box. it doesn't fill that purpose and meaning
00:48:48
need. So my flip back to you is when you're talking to retirees who are transitioning, you know, from the active
00:48:56
workforce to whatever they're going to do in retirement besides the financial
00:49:01
stuff and we can get to that, but I'm more curious in the purpose and meaning
00:49:04
stuff like how and is that something that a conversation that you have with your clients? Yeah, that's a that's a
00:49:11
big part of the ongoing conversation and it varies client by client or if it's a
00:49:16
reader of the blog or listener of the podcast. It varies person by person because I will say, yeah, there are some
00:49:21
people who engage with me and they're like, Jesse, I just want you to run the
00:49:25
math. I just want you to focus on the numbers. I come to you for financial advice. You're not my therapist. You're
00:49:29
not my psychologist. Which I get. But in most cases over time, I can build enough
00:49:34
trust to build enough of a relationship with someone to say like, "Hey, here's
00:49:38
something we found with a lot of pre-retirees transitioning into retirement." What we found is, and
00:49:43
there's some awesome data to to back this up, what we found is most pre-retirees put their finances as one
00:49:50
of, if not the top priority. But then when you talk to people who are two or four or 10 years into retirement, very
00:49:57
few people still rank finances as their top priority. And almost all of them rank lifestyle lifestyle issues is maybe
00:50:05
what I'll say. It's a broad term, but lifestyle issues is your top priority.
00:50:08
And it could be right. What am I doing just to fill up my days? How am I maintaining my relationships? You know,
00:50:15
a huge one, a really good example. So you think about the workplace. The workplace, okay, yeah, it gave you that
00:50:20
paycheck and we can find a way to replace that paycheck. But you might not be thinking about the fact that it also
00:50:26
just gave you this purpose, this drive to get out of bed every morning and to fulfill someone's need out there in the
00:50:31
world. Like you enjoyed doing that. That gave you purpose. Now you need to replace it. And the workplace probably
00:50:36
also gave you a lot of socialization. Whether they're your best friends or even sometimes if you're like, "Yeah,
00:50:42
you know, I don't love all my co-workers, but it's still nice to go chat with someone at the coffee machine
00:50:46
in the morning." Well, you have to find a way to replace that in retirement. And
00:50:51
news flash, your wife or your husband might get sick of spending 12 hours a day with you at some point. So like
00:50:57
shameless plug, episode 106, I I took some of this data from Fritz Gilbert of the Retirement Manifesto. Shout out
00:51:04
Fritz. It's called Retirees Mistakes and Wakeup Calls: Expectations Versus Reality. It was a deep dive on just this
00:51:10
topic. It's a little varied, Spencer, but still there's a through line. Like
00:51:14
there are some consistencies that you find over time having these conversations and it's really big. It's
00:51:19
so much more than just the the finances. >> I mean, the people who are listening to
00:51:23
my podcast, right, they tend to be the optimizer in the relationship. They tend to be the spreadsheet nerd, the one who
00:51:30
is like, "Oh, you know, like, oh, we got to save $20 on Netflix cuz like run that
00:51:33
compounding interest graph. Look how much it grows into." >> And my plea to them is you're going to
00:51:41
be fine. The numbers are going to work. You have run a thousand 10,000 Monte Carlos simulations. not over, you know,
00:51:50
20, 30, 40, 50 year time horizons. As long as as the United States continues to exist in some form and capitalism
00:51:59
continues to exist in some form and companies continue to pay their shareholders dividends, you will be
00:52:05
fine. Set it all aside. You know, buy your beans and bullets and your gold bars if you need to, but like you're
00:52:10
going to be fine. Now, what are you going to do? And people are just like, well, you know, I'll figure it out. I'm
00:52:15
like, no, you're not going to figure it out. I mean you you will because everybody figures it out. But this is
00:52:20
the hard question. The the money stuff for most people, the people who are usually who are hiring financial
00:52:26
adviserss or who are the DIY super DIY types that understand compounding interest and understand the point of
00:52:34
tracking your dollars and making sure that every every dollar has a job. It's
00:52:38
great. Every dollar has a job, but what's your job? Like what are you going to do when you've reached that financial
00:52:42
independence or that financial freedom? And it's often ignored both by the military service member who's
00:52:48
transitioning to the civilian world, whether it's separation, medical retirement, 20-year retirement, or
00:52:56
someone who's going from active duty to the guard reserves, which again, I'll
00:53:00
I'll throw that out as as a great option as just kind of easing your transition
00:53:05
is when you're done with active duty, but if you if you enjoyed it, if you liked it, and you want to be around
00:53:10
those people, take a look at the Garden Reserve. usually their commitments are not that ownorous and you're still going
00:53:17
to get to put on a uniform. You're still going to get a lot of that community.
00:53:20
You're still going to be able to, you know, it like if your civilian job sucks, you just take active orders and
00:53:25
go full-time with the guarder reserve and come back later to your civilian job. Or you might get to the garden
00:53:32
reserve and be like, you know what, no, like I'm good. I did it. This is a nice
00:53:36
transition, but I'm going to give these guys a year and then I'm I'm fully I'm
00:53:39
going to be fully civilian. But at least you're kind of like taking a slow, measured approach to it and you're
00:53:44
giving yourself time. And I think that's the thing that I want anybody who's
00:53:49
retiring from the military or transitioning out of the military to the civilian world or a civilian who's
00:53:56
retiring, I just want to say you're going to be fine, but it's going to take
00:54:01
some time. And for some people, it's no time at all, right? like they're like,
00:54:06
"No, I'm golfing every day and I'm so excited and and my wife, you know, is
00:54:10
going to go do whatever she's going to do and we've got the grandkids nearby
00:54:14
and like, you know, I talk to retirees all the time who are like or people who are financially independent. You look at
00:54:20
like Mr. Money Mustache or someone and they always say like, "I don't have time
00:54:23
to work. Like, my life is so full. I have so much going on. Like, I don't know how I had time for a job before
00:54:30
this." And that's great. If that if that's your situation, that's great. And
00:54:34
if that's not your situation and you've you've separated from the military or
00:54:37
you're retiring from 40-year career in your 60s and you're going into a more
00:54:42
traditional retirement as a civilian, it might take a couple years and there might be some dark moments in there of
00:54:49
you staring at the ceiling at 3:00 in the morning thinking what did I do like why like what and what am I doing here?
00:54:55
And it's a tough question, but it's okay if you don't get an answer immediately.
00:55:01
And when you in 2 years, 3 years, 5 years, you might say, you know, I still don't have an answer, but that's okay.
00:55:08
I'm working on it. You might have an answer. You might say in uh the book, The Second Mountain, David Brooks talks
00:55:14
about the four callings, and it's a vocation. And so like not just a job but
00:55:20
like you know a passion the work that you were meant to do in this world or the Japanese icky guy.
00:55:26
>> The icky guy. There you go. What you were meant to do. And then the other one
00:55:30
is um there there's four of them. Religion, philosophy, community and marriage. He kind of focuses on on on
00:55:37
those. For a lot of people, maybe they've neglected their marriage because of their work. Or maybe they've not been
00:55:46
involved as involved in their religious community because they were busy doing other things and raising kids. And you
00:55:52
know, life's busy. And you know, I see a lot of retirees, my uh my wife's
00:55:58
grandmother, for instance, turning 90 years old and she's still in the church
00:56:02
choir, right? Like she still goes and sings every every Sunday. and like her friends are there and she knows she
00:56:10
talks to the pastor and or the priest and it's such a you know joy for her to
00:56:16
have that part of her social calendar and have that part of her week and that's something you know the fact that
00:56:23
she has the time to do that and go practice with them and be there on every Sunday. Maybe that's something that
00:56:29
you're interested in doing and you just didn't have the time when you were
00:56:32
working full-time and here you go. Here's this opportunity. Here's this gift. Don't squander it. A few different
00:56:37
things that you were saying there, Spencer, just made me think of these two two different metaphors that both oddly
00:56:41
coincidentally have to do with our teenage years because, you know, I can picture back to like being a high school
00:56:46
freshman and heading into the summers off. You know, right now we're recording
00:56:49
in early July. It's summer off for high school kids. And a lot of my friends and
00:56:53
I had this mindset where it's like, "Oh, what are you going to do this summer?"
00:56:56
And it's like, "I don't really know. Just not school." That's the answer.
00:56:59
Just not school. And that's a good enough answer for that time in your life because summer's two months long. And
00:57:05
okay, if you don't have the most productive summer off kind of like who cares? But I feel like that is the
00:57:10
mindset that some retirees go into retirement with like what are you gonna do? I don't know. Not work. That's it.
00:57:16
I'll figure it out. And not work is good enough because I didn't like work. And
00:57:20
the answer of not work means I'm therefore going to like it. And that's just not the case. Because the second
00:57:25
metaphor is many of us can think back to this time in life where maybe we're 17,
00:57:30
18. Maybe we're debating like do I go to college? Do I go to the military? Do I
00:57:33
get a job? Or maybe it happened right after college where it's like, do I go
00:57:37
to grad school? Or for me, like I got this four-year degree in engineering. Do I even like being an engineer? And the
00:57:42
point is like you don't quite feel settled in life and you don't quite feel
00:57:46
like you have this defined path in front of you and you're just trying to figure
00:57:49
it out. >> There's a parallel between that and the early years of retirement. Like you're
00:57:53
trying something new. It's a big life transition. And for the first time in decades, you've got nothing but time.
00:58:00
It's a big deal. And it might take, just as you alluded to, it might take you
00:58:04
some time to figure out where your path will take you and what feels good and what feels comfortable. But if you can
00:58:10
do some of that work beforehand, that's where I think people tend to have some
00:58:14
more retirement success rather than just getting thrown into the deep end and hoping they can tread enough water to
00:58:20
keep their head above above water. If they ease their way into it by doing some work beforehand, usually there's a
00:58:26
better result. I don't know if the same applied to military transitioning out of
00:58:29
the military, but I got to think a little bit of uh preparation can go a long way.
00:58:34
>> You just triggered a couple ideas there for the transitioning military service
00:58:38
member. And the first one, the the most practical and tactical advice I can give
00:58:42
is there's a program called TAP, transition assistance program. And when you're within a year of separation, so
00:58:49
you've set a separation date or retirement, you can start going to TAP classes. And usually it's 2 or 3 days
00:58:56
and they have like an entrepreneurship track and a civilian career track and they'll give you a year free of LinkedIn
00:59:02
premium which I hate LinkedIn but there you go. I guess some people some people have leveraged it to succeed in life.
00:59:09
But the tap program I went to I went to one and you have to go to one before you
00:59:14
can separate. But that was a mistake. I think I should have gone probably as soon as I was eligible. So as soon as I
00:59:20
was at one year out, just gone to like the one or two day course and use that as an opportunity to get the brain
00:59:27
juices flowing and thinking, okay, like what is this going to look like? And I thought I was well prepared for my my
00:59:34
transition. I mean, we had a very large nest egg, we were essentially, if we weren't lean, we were coast fire. I
00:59:40
mean, we were we were well on the path to to just being straight straight up fire and possibly even fat fire in the
00:59:46
next couple years. And so financially I was we were very well prepared. You know, I had a little bit of work to do
00:59:52
with the the podcast and the blog and the book, but there was there was still a lot of things that I I hadn't quite
00:59:58
figured out. And I don't know if I would have figured them out because I'd gone
01:00:02
to a tap class earlier, but at least I would have started kind of the process and maybe instead of couple months of
01:00:09
wallowing in existential and we I I could have I could have shortened that a little bit. And so that that's that
01:00:16
would be my my advice for someone separating from the military is go to the TAP program more than once. Just go
01:00:20
twice and do it as soon as you are eligible for and then do it a little bit closer to separation because the other
01:00:26
thing is that they dump so much information on you while you're in there that it's very hard to absorb it in one
01:00:33
goound and you're going to pick up like you know just like listening to one of
01:00:37
Jesse's podcast or my podcast the second time you listen to the episode you're
01:00:40
going to glean even more information and different information. So, I highly recommend that for transitioning
01:00:47
military service members, you you look at using the TAP program to your advantage.
01:00:52
>> And you know, there are similar versions uh here in civilian life, whether it's
01:00:56
just like something as simple as a class at your community center or something from AP or I mean, the really nice thing
01:01:02
is so much financial content on the internet is written for the general audience. A lot of it is just free and
01:01:09
out there and you just have to go find it. But it is out there. But anyway, Spencer, you you've mentioned a few
01:01:14
times now, your book, your blog, and of course your podcast, which I know my I'm
01:01:19
sure my military listeners are want to go find it, and maybe even some folks who are listening who just they have
01:01:24
friends in the military, they have children in the military, they're going to want to forward it on to the people
01:01:28
they know. How can our listeners go out and and find your work? >> You could start at
01:01:32
militarymoneymanual.com. That's the hub of the uh the content universe of of uh all my my ramblings
01:01:40
and rantings for the last oh shoot I think I started in 2012 so almost 13 years now at the time of this recording.
01:01:47
And then if you uh enjoyed listening to my uh my snifferous voice then you can go to the military money manual podcast
01:01:55
Spotify and Apple. Finally, you can find the book which is creatively titled The
01:02:00
MilitaryMoney Manual and that's on Amazon and also at shop.mmillitarymoneymanual.com.
01:02:07
Check out all the versions there, audiobook and ebook and hardcover and everything. The podcast uh I do with my
01:02:13
uh my buddy uh Jamie. He's still active duty officer. We started it to promote
01:02:18
the book and it's just grown and we're almost up to 200 episodes. So, we're
01:02:22
having too much fun doing it. We've had some great guests on there and we'll be
01:02:25
publishing this episode on there as well. And so, where can people find what you're working on?
01:02:31
>> Ooh, thank you for that. I wanted to give you accommodation. That's a
01:02:34
military term, right? A commenation for branding consistency, Spencer. Excellent. The military money manual
01:02:39
everywhere you look. >> Everywhere you look. >> The hub, if you will, for me is
01:02:44
bestinterest.blog. That is my blog. That's where I do all my writing. And the homepage right
01:02:50
there, bestinterest.blog. That's where people can sign up for my my weekly newsletter, which is just an easy way
01:02:55
that people can keep in touch with my new articles and my new podcast episodes. The podcast is available
01:03:01
anywhere you're listening. If you're listening to it right now, you're at a
01:03:04
good spot considering it is this podcast. Personal finance for long-term investors is the name. And right, we do
01:03:11
deep dives on uh financial planning topics, tax planning topics, a little bit of the psychology that goes into
01:03:17
long-term investing and retirement. So, if you're looking to to deep dive and
01:03:21
learn more, it's it's a pretty good place to to do that. >> I love it when Money Podcast barely
01:03:27
touch like we didn't I don't think we use any percentages or or dollar amounts
01:03:30
on the show, but then the dollar amounts and and the math and really there's so
01:03:36
much more that goes into these questions. And the last thing I I wanted to leave your your listeners with,
01:03:41
especially because we tend to be optimizers, but the five types of wealth by Sahil Bloom, I just read it. And for
01:03:48
an optimizer, it's great because it gives you a different framework to measure yourself against rather than
01:03:54
just what's the net worth, what's the net worth, what's my income, you know,
01:03:58
what's the tax rate. And for retirees especially, you know, you're going to be
01:04:03
gifted this opportunity of you're going to have more control. Hopefully, you're
01:04:06
going to have more control of your time. And that's one of the, you know, the
01:04:10
five types of wealth that he talks about in there. I think it can give the person
01:04:15
transitioning from a civilian job to civilian retirement or a military job to a military retirement. It can give you
01:04:22
that framework of if you're rich in one area, if you're listening to this
01:04:26
podcast, you might be rich in the financial wealth, but you might be impoverished in another category. And
01:04:34
that just gives you as an optimizer. Now it's your job to increase your your net
01:04:39
worth, so to speak, in that other wealth category. So, five types of wealth to heal bloom. I really enjoyed it. Highly
01:04:46
recommend it to all your listeners. >> Awesome. That's a great recommendation.
01:04:50
Thank you, Spencer. Good to talk to you, man. >> Thank you, Jesse. >> Thanks for tuning in to this episode of
01:04:54
Personal Finance for Long-Term Investors. If you have a question for Jesse to answer on a future episode,
01:05:00
send him an email over at his blog, The Bestinest. His email address is [email protected].
01:05:07
Again, that's jessevestinterest.blog. Did you enjoy the show? Subscribe, rate,
01:05:13
and review the podcast wherever you listen. This helps others find the show and invest in knowledge themselves. And
01:05:20
we really appreciate it. We'll catch you on the next episode of Personal Finance
01:05:24
for Long-Term Investors. Personal Finance for Long-Term Investors is a personal podcast meant for education and
01:05:31
entertainment. It should not be taken as financial advice and it's not prescriptive of your financial
01:05:36
situation.

Episode Highlights

  • The Only Constant in Retirement
    Change is the only constant in retirement, affecting every aspect of life.
    “Your only retirement constant will be change.”
    @ 02m 07s
    October 01, 2025
  • The Retiree's Financial Decathlon
    Explore the ten essential financial tasks for a successful retirement.
    “What are the 10 most important aspects of a financially sound retirement?”
    @ 08m 04s
    October 01, 2025
  • Stress Test Your Financial Plan
    Will your financial plan survive market volatility and other curveballs?
    “It's worth asking those kind of what-if questions.”
    @ 17m 29s
    October 01, 2025
  • Ideal Times for Financial Planning
    The best times to start working with a financial planner are at the year's beginning or now.
    “The short answer is yes.”
    @ 19m 14s
    October 01, 2025
  • Military Money Manual Introduction
    Spencer Reese helps military families achieve financial independence through various resources.
    “So if you hear us say military money manual, that is really Spencer's brand.”
    @ 20m 25s
    October 01, 2025
  • Living Paycheck to Paycheck
    The speaker shares their early financial struggles in marriage, emphasizing the stress it caused.
    “I was living paycheck to paycheck.”
    @ 33m 57s
    October 01, 2025
  • Creating Financial Systems
    The importance of establishing financial systems for communication and planning in relationships is discussed.
    “Create systems.”
    @ 36m 07s
    October 01, 2025
  • Opportunities During Deployment
    Deployment offers unique financial opportunities that can lead to significant savings and debt repayment.
    “You can literally change your life around in a single deployment.”
    @ 44m 29s
    October 01, 2025
  • Retirement Priorities Shift
    Pre-retirees prioritize finances, but retirees often focus on lifestyle and relationships instead.
    “Very few people still rank finances as their top priority.”
    @ 49m 57s
    October 01, 2025
  • Finding Purpose After Work
    Retirement brings a need to replace the purpose and socialization once found in the workplace.
    “The workplace gave you purpose, now you need to replace it.”
    @ 50m 28s
    October 01, 2025
  • Transitioning from Military to Civilian
    Military members should prepare for civilian life early to ease the transition process.
    “Go to the TAP program more than once.”
    @ 01h 00m 17s
    October 01, 2025

Episode Quotes

  • Your only retirement constant will be change.
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117
  • It's worth asking those kind of what-if questions.
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117
  • Living paycheck to paycheck is painful.
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117
  • Imagine if we had $1,000 more a month.
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117
  • What am I doing just to fill up my days?
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117
  • Don’t squander it.
    Military Money Lessons That Civilians Can't Afford to Miss | Spencer Reese - E117

Key Moments

  • Retirement Changes02:07
  • Retiree's Financial Decathlon08:04
  • Stress Testing Plans17:29
  • Spending Muscle18:37
  • Military Financial Insights20:25
  • Financial Struggles33:57
  • Communication Challenges34:17
  • TAP Program Advice1:00:17

Tension Over Time

Words per Minute Over Time

Vibes Breakdown