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Jesse's Ghosts of Financial Past, Present, and Future | E125

December 24, 2025 / 51:11

This episode covers personal finance lessons inspired by Charles Dickens, Jesse Kramer’s financial journey, and practical advice for long-term investing. Key topics include financial past, present, and future, entrepreneurship, budgeting, and investment strategies.

Jesse Kramer shares stories from his financial past, starting with his childhood experience of running a concession stand to buy the game Age of Empires 2. He emphasizes the importance of understanding customer needs and pricing strategies.

In discussing his financial present, Jesse outlines his family’s financial management, including retirement contributions, cash management, and debt strategies. He explains the significance of using a tax preparer and the benefits of health savings accounts.

Looking to the financial future, Jesse reflects on the evolving wealth management industry, the impact of AI, and the importance of holistic financial planning. He shares his personal goals and the balance between enjoying life now and saving for the future.

As this episode wraps up, Jesse expresses gratitude for the podcast's growth and encourages listeners to implement the lessons discussed.

TLDR

Jesse Kramer shares personal finance lessons from his life, focusing on past experiences, current strategies, and future goals in wealth management.

Episode

51:11
00:00:00
Welcome to personal finance for long-term investors, where we believe Benjamin Franklin's advice that an
00:00:06
investment in knowledge pays the best interest both in finances [music] and in your life. Every episode teaches you
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personal finance and long-term investing in simple terms. Now, here's your host,
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Jesse Kramer. Welcome to Personal Finance for Long-Term Investors, episode 125. 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/work.
00:00:28
blog back/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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also put out a weekly email newsletter. And all of those projects, all of them help busy professionals and retirees
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avoid mistakes and grow their wealth by simplifying their investing, their taxes, and their retirement planning.
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Today, in the spirit of Christmas and inspired by Charles Dickens, we're going
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to do a sort of past, present, and future episode. My hope is that you all listening will walk away from this
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episode with a few interesting ideas to implement in your financial life or maybe to stick in your stocking for a
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later time. First, as always, we'll start with a very quick review of the week. This is a five-star review from
00:01:04
Apple Podcasts and a t-shirt will be going to Gig Harbor, Washington. The review says, "Insightful and
00:01:11
entertaining, five stars. Quick note of appreciation from a longtime listener. Your recent episode summarizing the
00:01:16
complexity of planning with a special needs child was right on target. For anyone on this journey, it's a maze of
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uncertainty and worry. Episodes like this help many of us in processing the total investment landscape. And for
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those of you hearing that and are curious, that was episode 119 was a deep dive into financial planning with a
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special needs child. And thank you very much for those comments, Gig Harbor Washington. Feel free to reach out to me
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to jesse at bestinterest.blog and I will get a super soft podcast t-shirt mailed
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your way. And as this is the last episode of the year, I first want to do a very quick brief yearin review. As of
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this recording, which I'm recording right now on the first day of December, about 110,000 people have tuned into
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personal finance for long-term investors this year. And that is simply amazing and awesome. And I'm so thankful to all
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of you listening. I' I'd wager I've received probably more than a thousand
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emails this year from you. Hundreds of listener questions that I've used for
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the AMA episodes and for blog posts over at bestinterest.blog. By year end, there will probably be 45
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new articles on the blog and 29 new podcast episodes this year. Many of you have reached out as well about working
00:02:20
with me professionally as as your financial planner. Me being your financial planner, hiring my firm, to be
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your your full-time wealth management firm, and sometimes for you to be the client, but just as often as a referral
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for a loved one in your life or an aging parent or a spouse just in case you get
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hit by a bus, having that backup plan. And it's just a huge honor that many of
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you trust me in that way. And you might have noticed here on the podcast that I don't run mattress ads. I don't sell gut
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health supplements. I don't sell banking products even. I don't sell a course.
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What I do though is remind you that I work for a fiduciary wealth management firm and I help clients nationwide. And
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I absolutely love all this work that I do. And I can say for now, at least for the first half of 2026, I will be
00:03:01
accepting new clients. So, if you're interested in starting that conversation
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again, you can go to the website bestinterest.blog/work and you can find out more there. And
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thank you once again for listening. Here's to a merry Christmas and a great start to 2026. But on this Christmas Eve
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episode, stealing idea, maybe from the guys over at Stacking Benjamins, who I know they've done a similar episode like
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this before, though I swear we independently came to this idea, both stealing it from Charles Dickens. I want
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to be visited by the ghosts of past, present, and future. Not necessarily Christmas past, present, and future, but
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financial past, present, and future. So, I'm going to share some fun stories,
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some some lessons along the way, some timelines from my uh financial upbringing, and then I'll share with you
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a quick deep dive on my financial present, specifically my systems, my habits, how I track things, how I
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invest, how we're insured, those sort of details. Now, for the financial future,
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I thought about a few different directions to take the future route of this Dickens episode. and and the two
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routes I settled on is one I'm going to share with you just a little bit about
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what I think the future of kind of the financial education and financial planning and what those future
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industries look like and then also I want to share with you maybe just a little bit I'm happy to share with you a
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little bit about my personal goals for the future financial goals for the future my family's financial goals for
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the future and and putting on my financial planner hat some thoughts on what they are and and how we're aiming
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to get there >> the ghost of financial past appears before Jesse carrying a dripping mop in
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one hand and a package of water bottles in the other. Wearing a super soft personal finance for long-term investors
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t-shirt, the ghost urged Jesse to tell of his earliest financial beginnings. So, the ghost of financial past, one of
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my money beginnings, one of the stories that I first think about kind of my my relationship with money was the summer
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of 2001. when I was 11 years old and I really wanted to play the game Age of Empires 2. If you're not familiar with
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Age of Empires 2, it's a computer game where you start out controlling this small village and you collect resources,
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you build new buildings, you grow the village, you research new technology, eventually you raise an army, and you go
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out into the the map, if you will, and conquer some enemies who are doing the same thing as you are. And and to this
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day, Age of Empires 2 is considered one of the best computer games of all time. Actually, people still play it.
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Seriously, you can go on to YouTube right now and watch people playing a 25-year-old computer game. But I don't
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think it's coincidental that this game appealed to me. It's strategic. It's
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about resource management. The same brain that loves those games also loves personal finance and investing and tax
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planning and economics. It all kind of makes sense. It's a game that expects
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and rewards your patience. you know, you plant the seeds early of technology choices and resource placement and early
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expansion and then and then later on you kind of harvest the bounty of planting those early seeds. And people who enjoy
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that rhythm, they often like real world planning, too. They're the people who
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don't mind playing the long game. It's also a game of systems. The real joy is
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kind of in the machinery underneath their supply lines and technology trees and trade routes and building different
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military units. It's a game where you want to understand why something works
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rather than just enjoying the flashy outcome of it. It's also a game of control, not necessarily
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micromanagement, though. The game gives you agency without demanding every little tiny detail. You know, it's about
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steering the ship and choosing priorities and and allocating resources, but not necessarily diving into every
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single bit of minutiae. And I see a similarity where I like deciding how to allocate my assets, but I don't
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necessarily want to vote in every single company's proxy. I'll let the mutual
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funds and the ETFs take care of that for me. It's a game about uh smart decisions
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compounding over time. It's a game about optimization, but not obsessively. So, I
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I think the same instinct that makes people enjoy budgeting and enjoy home projects or gardening or building a
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business is the same kind of thing that is the same reason why I enjoyed Age of Empires 2. But I had a major problem.
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And that's what I'm getting to. The game cost $50. And at 11 years old, I didn't
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have $50. And my parents, as great as they are, they weren't going to simply
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gift me the money for a computer game. I had to earn it. And I'm sure I could
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have done chores around the house. I could have collected soda cans for 5 cents a piece or something like that.
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But I had a different idea. My older brother was playing in summer league baseball. 15 games over two months. Half
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of them being home games. And each game had a few dozen parents and grandparents
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up and down the first and the third baseline. Maybe those people could be customers, I thought. And my idea was to
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open up a small concession stand and sell to them, sell to those fans. So my dad lent me some money uh so I could go
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to Sam's Club and buy some inventory. And thankfully that bank, the Bank of Dad, happened to charge zero interest.
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And knowing what I know now, I can't believe I only borrowed $50 at zero interest, but it was what it was. I
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bought waters and soda and candy bars and chips and packs of gum, maybe some other things, too. And I'd load up a
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cooler of with ice before every game. I'd throw some drinks in there. I'd sit
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behind home plate with my little sign. And it worked. My summer revenue ended up being well over $100, more than
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enough to pay back my dad, the 50 that I borrowed and buy my very own copy of Age
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of Empires 2. I certainly learned the the pride of entrepreneurship and earning your own money and then using
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that money to do something that brings you joy. And yes, for what it's worth, I
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am definitely glad I bought that game. I spent hours and hours and hours playing
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it. It was so much fun. That said, I also think there are some wonderful and funny lessons, some real world lessons
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that we can all apply, some lessons to learn from from my experience. First, the products. So, gums and chips and
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candy are the things that maybe 11-year-old Jesse really enjoyed and would have wanted to buy at a baseball
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game, but not necessarily something that my customers, who are almost all adults,
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were really pining for. Now, by far, water was my bestselling item. It wasn't
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even close. So, if I had to do it all over again, again, it's not necessarily
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what you want, it's what your customers want. Okay, good lesson there. Now, second, a lesson about pricing. Being
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the little math nerd that I was, I decided to simply take my unit cost and double it to determine my unit price. In
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other words, since bulk water bottles ended up being, you know, 27 cents a bottle, I doubled that to 54 cents a
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bottle, I rounded up to 55 cents to make it a quote unquote round number. And that's what my price was,05 cents for a
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bottle of water. So there I am running my little cash register out of a plastic bag full of nickels and dimes. and
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people are giving me $1 and I'm giving them back4 cents and change. Of course,
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everyone's lives would have been so much easier and so much better if I'd simply
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charged a dollar for their bottle of water. And no adult in the right mind would have really boked at that. So, I'm
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not sure what I was thinking there. Third, and and this is perhaps the best lesson to learn, there's nothing wrong
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with a subtle, soft reminder. Now, I remember being too nervous and too shy, especially with the other team's fans,
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to simply walk down to their fans along whatever baseline they were, and say something like, "Hey, if you're thirsty
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or hungry, I've got some concessions behind home plate." Simple, just a
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simple message. Right now, I was too shy to go say that. Now, most of them probably didn't even know I was back
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there behind home plate, right? They had no idea I was there. I was just sitting
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there with my sign. I think I had watched too much Field of Dreams. Speaking of baseball references, if you
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build it, they will come. Well, here in the real world where you don't have dead
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baseball players walking out of cornfields, it's if you build it and tell them about it, they will come. At
00:10:14
least most of the time. You've got to tell them about it at least a little bit. And I know some of you probably
00:10:19
roll your eyes here on the podcast when I say every episode that I do financial planning work with clients at a
00:10:24
fiduciary wealth management firm, blah blah blah blah blah. I get it. But guess what? If I never said it, most of you
00:10:29
would never know. And I think there's nothing wrong with just that soft reminder. Anyway, on with that. Let's go
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to the next story. My first real job was at a place called Fair Haven Beach State
00:10:40
Park, a beautiful state park with a wonderful beach in the village of Fair Haven, New York. And for my first summer
00:10:46
there, I think I was 16 years old, I was a cleaner. I rode around in a little electric cart with my mop bucket and my
00:10:54
Johnny brush. And mostly I cleaned bathrooms all day. I also cleaned cabins and and some other buildings there on on
00:11:00
the Park campus. But mostly I was a bathroom cleaner. Minimum wage at the time was $7.25 25 an hour. I earned an
00:11:07
impressive $7.60 per hour. And one of my memories from that summer cleaning bathrooms was doing the math where I
00:11:14
earned a penny basically every 5 seconds. And the memory is sitting there in the bathroom cleaning toilets, you
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know, a Johnny brush in my hand, thinking to myself, another penny in the bank. 1 2 3 4 5 another penny in the
00:11:30
bank. And so one of the lessons there is if you're thinking that if you were
00:11:34
literally counting the pennies entering your bank account at work, you've probably got to find something else to
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do. I know many people work in jobs they aren't totally passionate about, but
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holy god, if you're visualizing pennies going into a bank with a Johnny brush in
00:11:47
your hand, you got to find something else to do. It's so much better when your paycheck is actually just an
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ancillary component of the work you do. I know we might not all get there, but it is a better place to be, a better
00:11:57
place to work. But I stuck with it for the full summer. I earned my checks and my first $450 check. That was two weeks
00:12:03
pay after taxes were removed. It felt pretty amazing. Though, it was also my first foray into income taxes. You know,
00:12:10
I'd earned $550 bucks, but the federal and and taxes in New York State withholding took away 20% or whatever it
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was. Now, for the record, I had not yet heard of a Roth IRA, and I certainly did
00:12:20
not take advantage of a Roth IRA. And to think that one summer of missed Roth IRA
00:12:25
contributions could have been $150 billion dollars for my great great grandchildren in the year 2200. I will
00:12:31
never get that time back. So a a younger dad, probably in his late 30s at the time, he was taking pity on me as his
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little boys got sand and and lake water all over the bathroom floor that I had just mopped. And we spoke for a couple
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minutes and I could tell he was thinking, "Jesus Christ, this young guy is a career bathroom cleaner and he's
00:12:50
16, you know, he's a teenager and he's just stuck cleaning bathrooms. I've got
00:12:54
to try to impart some career advice to him." And he started with some line like, "It's got to be nice uh spending
00:12:59
time here in the park. Pretty good career at the state. You know, a lot of opportunities for career growth. Do you
00:13:04
have some some good opportunities in front of you?" And I smiled and I said,
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"Yeah, you know, I'll be a high school senior next year. I'm applying to
00:13:11
colleges right now. And man, it was like a 2,000lb weight came off his shoulders.
00:13:15
Anyway, just a little funny story there. But here here's another good lesson.
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Going into summer number two, they rehired me as a cleaner again. More toilets, more cabins, more emergency
00:13:24
calls at the you got to come to this bathroom right now after Fourth of July weekend cuz it's a disaster. You do not
00:13:29
want to get one of those calls. But unsurprisingly, my heart was not in it. In fact, I was actually kind of dreading
00:13:35
the idea of spending another summer cleaning toilets. And in my first week of that second summer, I ran into one of
00:13:40
the three big wigs at the park, one of the three main managers. And I remember the conversation. I said, "Hey, Tom,
00:13:46
listen. I'm I'm glad. I'm grateful to be a cleaner, and I'll do it as long as you
00:13:50
need me to do it. But if an opportunity opens up on the maintenance team, I'd
00:13:54
like to be considered for that opportunity." And of course, he said, "You know, Jesse, there's nothing right
00:13:58
now, but actually something might be in the works. We might have an opening by the end of the week. I'll let you know."
00:14:03
Sure enough, someone quit. and he quit in a pretty unique role actually at the park. You know, most of the people they
00:14:08
they mowed lawns and split wood and they did so from 8:00 am to 4 pm Monday through Friday. But the guy who quit had
00:14:14
a hybrid role from 10:00 a.m. to 8:00 p.m. including on weekends. And there was some physical labor and maintenance
00:14:20
in the afternoons, but then there was also a lot of after hours customer service. You know, when a camper calls
00:14:25
to complain that the previous uh campers left a mess at the campsite, I would get
00:14:29
the call, I would drive up to the site, I would apologize, I would calm them down, and I would clean up the mess. And
00:14:34
once the rest of the the maintenance team left at 4 pm, I was one of the only people left in the park. So I had
00:14:38
autonomy to work on whatever needed it to chat with parkgoers uh who needed to speak somewhere. And I absolutely loved
00:14:44
that job. It was perfect for me. I spent time on my feet. I was outside. I was driving around the park. I did some
00:14:48
manual labor, but I was always talking to people, solving their problems, having a little chat, a little bit of
00:14:53
everything. And I certainly was never counting the pennies as they dribbled into my imaginary piggy bank. Now, if I
00:14:59
hadn't gone out of my way to ask Tom for other opportunities at the park, I probably would have cleaned toilets
00:15:04
until the day I quit in frustration. So, I think there's a pretty nice career
00:15:08
lesson in there to be on the lookout for opportunities. Don't be afraid to ask
00:15:12
that question. You, you know, ask your boss the question. It can't hurt. You
00:15:15
know, maybe you can help the people in charge to actually solve their problems while you're also solving your problem
00:15:20
at the same time. It's time to fast forward a little bit further into the future to about 2014 or so. I'm 24 years
00:15:26
old. my real career is underway. And I like this story because it's how I stumbled exactly into what I'm doing
00:15:32
right now. And if you've heard me talk enough on the podcast, you might be somewhat familiar with this some of this
00:15:37
story. I'm a huge believer that having some skin in the game will naturally steer you down the path to learning more
00:15:42
about the game that you happen to be playing. And for me, it was a couple years into my career logging into my
00:15:47
401k and seeing, you know, the cost of a new car sitting there in my account balance. I don't remember the exact
00:15:54
number if I'm being honest with you. probably somewhere in that 20 to $30,000
00:15:57
range. All of it at the time was invested into a 2050 target date fund for when I'd be 60 years old. I was
00:16:03
happy enough with all those facts, you know, I I was happy enough putting money away and seeing it grow, but I wanted to
00:16:08
learn more. I wanted to just understand truly the nuts and bolts of what was going on. And I liked learning about
00:16:14
personal finance. I'd never learned it really growing up. My parents instilled
00:16:17
some pretty good lessons and and and principles, but I didn't know the specifics. So, I started learning more
00:16:24
little self-study. Then I discovered the fire movement. Then I discovered uh the
00:16:28
Bogleheads book on investing. Then I discovered uh the world of blogs and podcasts and all this stuff. Fast
00:16:33
forward to late 2018, I decided to start my own blog, The Best Interest was born.
00:16:38
And then early 2021, this podcast was born. In mid 2021, losing some of my passion for being an aerospace engineer,
00:16:45
I started the conversations that eventually led to me switching careers and now working in wealth management.
00:16:50
And you know, the idea at the time was simple. I thought to myself, I know a good amount about financial planning and
00:16:55
investing. I'd love to learn more from smart people. Some of my audience members already want to pay me for
00:17:01
advice. It would be good to work for an established and reputable firm if I were
00:17:04
to do that. And then I had this kind of interesting way of finding clients. Here's a little bit of inside baseball
00:17:10
for those of you who are curious. In the world of wealth management, financial planning, investment management,
00:17:15
referrals are still the king. Friends tell friends. Accountants and attorneys point people your way. If you do good
00:17:21
work at a as a financial planner, your referrals will compound like sleepy dollar cost average index funds, right?
00:17:27
It's great. So, referrals are still king. The problem is when you're just
00:17:30
starting out, no one's really going to want to refer to you, right? There's no
00:17:34
time for the compounding to have actually started. Some financial advisors, they buy leads through a
00:17:38
service like Smart Asset, which maybe you've heard of. Some advisers provide
00:17:42
seminars in the community, you know, learning opportunities at libraries and community centers, and they want to
00:17:47
pitch you whatever they're selling at the end of the seminar. Some advisers really dive down into a niche or they
00:17:53
become the go-to person at the country club or on the social scene or something like that. But here I am with this blog
00:17:58
and podcast doing something that was certainly relatively unique four years ago. Nowadays, I think there, you know,
00:18:05
a few dozen financial planners like me who I know of who are successfully building their practice solely through
00:18:10
the free education they provide in content, blogs, podcasts, YouTube videos, whatever it may be. Some
00:18:16
advisers dabble in content creation, but in my experience, few stick with it long
00:18:20
enough to reap the iceberg effect where you know most of your audience is quietly watching but not really saying a
00:18:25
word. Now, most of you listening, you've probably never reached out to me and
00:18:28
that's totally okay. Most of the podcasts I listen to, right, they the person producing the podcast, they have
00:18:33
no idea who I am. Although until one day, one of my listeners will email or connect on LinkedIn or fill out the work
00:18:40
with Jesse form and they'll say, "Hey, I've been listening for years. Can we
00:18:43
talk?" So, it's just interesting how 11ish years ago was the time when I
00:18:48
first felt like I had enough skin in the game in my own personal finances to say,
00:18:52
you know what, I should really sit down and learn what's going on here. and then, you know, just reading book after
00:18:57
book and consuming expert blog post after expert blog post and just diving into the details as much as I possibly
00:19:04
could. Here I am 11 years later. Here's a quick ad and then we'll get back to
00:19:08
the show. I send a free weekly email to thousands of readers that shares two simple things, just two. The first are
00:19:14
my new articles and podcasts so you'll never miss when I publish new content.
00:19:18
And the second is my favorite financial content from other corners of the internet so you can see what's been
00:19:22
helping me the most. But Jesse, I don't want another email. >> I hear you. I make this newsletter
00:19:28
short, sweet, and full of essential information, and readers enjoy that. About 85% of newsletter subscribers are
00:19:34
engaging with the newsletter more than once a month. They're enjoying it, and
00:19:37
you will, too. You can subscribe for free on the homepage at bestinterest.blog. And you'll get a free
00:19:42
PDF of my white paper titled The Step-by-Step Guide to Building Your Retirement Paycheck. That's right, a
00:19:48
free weekly email that thousands of people like you are already reading. A free white paper to help you plan for
00:19:53
retirement. And you can sign up for free at bestinterest.blog. A net worth spreadsheet unfurls itself
00:20:00
before Jesse, upheld by what must be the second ghost, the ghost of financial present. The ghost opens his mouth and
00:20:09
countless receipts start falling out. Amazon, Wegman's, diapers, applesauce pouches, more diapers. How much
00:20:16
applesauce can one small child eat? >> And now we are in the financial present.
00:20:22
So, I thought I'd do two things here. First, I want to tell you exactly what I
00:20:26
do in my own family's finances. My goal is to really leave no stone unturned
00:20:29
here. And second, I want to tell you some stories of my favorite wins from the world of financial planning, my
00:20:35
financial planning practice, where we looked at a situation, a person, the numbers, we gave some advice, and we had
00:20:39
a terrific outcome. First, let's do the family finances. Like I said before, I
00:20:43
won't share my precise numbers here because that feels a little bit exposing
00:20:46
or just a little bit weird in the eye of the beholder. I suppose who knows how you'll interpret my numbers. So instead,
00:20:52
I just want to describe to you again without the numbers but in pretty precise detail how we save and and
00:20:57
contribute to various accounts, our cash management system and emergency funds and credit card usage. Our view on debt,
00:21:04
how we use debt, and the steps we take to burn down our debt. I'll talk about
00:21:08
our asset allocation, you know, how we're invested across various accounts and why. I'll talk about insurance, how
00:21:14
and why we're insured, taxes, how we use our HSA account, our home, and the thoughts that went into buying it. And
00:21:20
then last, how we budget and how we spend. So, first things first, savings. This year will be the first year in a
00:21:25
while where both my wife and I are maxing out our 401k retirement plans. In recent years, with other priorities that
00:21:32
I'll get into, we just didn't have the cash flow to max out both those accounts. My wife maxes out her Roth IRA
00:21:37
month by month. For me though, simply again due to cash flow conservatism. I'll wait until filing taxes before I
00:21:44
make my year prior Roth IRA contribution. For many years, we've both maxed out our Roth IAS. Now, just in
00:21:51
case you aren't familiar with that, if you didn't know, for, you know, here in
00:21:55
2025, you can make your IRA contribution not until December 31st of this year. you actually have until you file taxes
00:22:02
in in 2026 to make your IRA contribution for the 2025 year. Moving on to the HSA
00:22:08
account. We max out our family HSA account throughout the year. And as I alluded to in a in a couple minutes,
00:22:14
I'll share how we actually use our HSA account. We're putting away a couple
00:22:18
hundred a month into a 529 account right now, assuming it'll eventually go toward
00:22:22
our children's educational spending. And beyond those qualified investment vehicles, we don't have too much extra
00:22:28
cash flow to save into to save into, for example, a taxable account. But that's
00:22:32
okay. We're in a reasonably expensive season of life right now. We have one baby. We have a second baby on the way.
00:22:38
We have a newish house to us that we've been renovating bit by bit, not only
00:22:42
paying the mortgage, but actually putting money into to to make the house nicer. Both of us had cars that kicked
00:22:46
the bucket recently. My wife's was 17 years old. Mine was 13 years old. So, we've been using our excess cash flow to
00:22:53
spend or to replenish rather than to save. And I think that's okay because despite that spending, we're still using
00:23:00
our retirement accounts pretty well to save pretty large dollar amounts each year. Now, on to the next topic for cash
00:23:06
management. And at least here's the way I think of the word cash management.
00:23:10
It's really, you know, how you're using your banks and your bank accounts and
00:23:13
your savings and thinking about that. So, I still have my legacy bank accounts from when I was single and so does my
00:23:18
wife. My checking and her checking are the two accounts that we separately use as our kind of base of operations for
00:23:23
earning and for spending. But importantly, we do have a joint savings and a joint checking account through one
00:23:29
of the online high yield banks. And those shared accounts serve a couple important purposes, at least in my mind.
00:23:35
First, it makes it pretty easy and seamless for us to move money back and forth to one another when needed. And
00:23:40
second, we use the shared account to pay certain large shared bills like the mortgage. So, if I had to start from
00:23:44
scratch right now, I genuinely think we would do the following. We would establish a relationship with a local
00:23:50
bank to us here in Rochester where we could both have a joint savings and a joint checking account. We would keep
00:23:56
our joint accounts with a high yield bank online. And that's pretty much it,
00:23:59
right? Our cash management in practice is very much a shared experience. We don't do too much solo. It's just that
00:24:06
due to the inertia of our old accounts and our old econnections and all of those old things we had went single, it
00:24:12
made sense for us to keep all those legacy accounts to just layer on a couple joint accounts on top of that.
00:24:17
And it works really, really well for us. The next topic I wanted to cover is our
00:24:21
debt, how I view it, and the extra steps we take to burn it down. So, right now,
00:24:25
the only debt we have on our balance sheet is our house, but it's a bigger mortgage than I'd like, and it's a
00:24:30
mortgage we got in the summer of 2023. So, the interest rate is 6.5% which is not my favorite. Now, it doesn't keep me
00:24:36
up at night. We're making our payments every month in a pretty comfortable way,
00:24:40
but still, I've had a goal for the past couple years to make one extra principal
00:24:45
only payment each year. So, on top of the 12 regular monthly payments, one more extra payment all to principal. And
00:24:52
based on the admittedly depressing math of a 30-year mortgage, this principleonly payment gets us just as
00:24:59
much equity in the house as the other 12 payments combined. So, yikes. But to be
00:25:04
clear, yes, I'm using a few thousand that could go into a taxable brokerage investing account, could be invested in
00:25:11
the stock market for the next 30 years, and instead I am choosing to pay down a 6.5% mortgage. Some of you might be
00:25:18
thinking, why oh why are you doing that? You can call it risk mitigation. You can
00:25:21
call it schmuck insurance. You can call it diversification. You can take your pick. Through our 401k, our Roth IAS,
00:25:28
and our HSA, we're already committing a lot of money each year for our long-term
00:25:32
retirement goals. We're committing a lot of money into the stock market. We're
00:25:35
taking on plenty of risk in that way. This extra mortgage payment is a way for me to feel like we're also locking in
00:25:41
some smaller gains. We're preventing future 6.5% interest payments guaranteed. The thing I'll I'll sit down
00:25:48
and talk to clients all the time is saying, "Would you rather have a risky 9
00:25:52
or 10% or a guaranteed 6.5%." Now, to each their own, but what I'm essentially telling you right now
00:25:59
listening is that I'm taking a bit of both, right? We have plenty of money going into our qualified retirement
00:26:04
accounts, going into the stock market where we are taking our chances for a risky 8 or 9 or 10% per year, and then
00:26:11
with other money, I am taking the guaranteed to 6.5%. To me, that feels good. We're burning down the debt on our
00:26:17
family shelter. That feels really good, too. So, that's my take on debt and and
00:26:22
mortgage payments. The next topic in our current financial plan is our asset allocation. How we're invested across
00:26:27
various accounts and why. So, our retirement accounts are all 80% plus invested into lowcost stock index fund
00:26:34
with roughly a 60/40 exposure to US stock market versus international stock markets. Our health savings account has
00:26:42
a few thousand dollars of cash in it just in case I do want to use that cash to start reimbursing medical expenses
00:26:48
sooner than later, but the rest of the HSA account is invested into stock index funds for the long run. Our 529
00:26:54
education savings account is invested in well, first off, it's custodied with the
00:26:58
the New York State 529 plan, which is all allocated and managed by Vanguard, and it's invested in one of their target
00:27:05
enrollment date funds. very very similar to a target retirement date fund except
00:27:09
it's an enrollment date. It's a year-by-year date based on when your children are going to enter college. So,
00:27:14
that one's pretty straightforward and easy and low cost. Our taxable monies,
00:27:18
we we do have a small taxable account or about 50% in cash. And really, I I count
00:27:23
all of our bank accounts and our emergency fund in there. To me, it's all the same taxable bucket. So, if I look
00:27:29
at our bank accounts, our emergency fund, and our taxable investment account, you would see that our taxable
00:27:34
monies are about 50% cash and then the 50% invested into stock index funds. We do have a couple funny uh niche
00:27:41
allocations. I own some shares of Bergkshire Hathway, not because I did all the investment research that ought
00:27:47
to go into a decision like that, but instead because I just wanted to own it. You know, go Warren Buffett. It's just
00:27:52
like owning a Michael Jordan jersey to me. I own a couple B shares of Berkshire Hathway and I also own a little bit of a
00:27:58
Bitcoin ETF and Ethereum ETF mainly for Schmuck Insurance and partially too because I wanted to feel motivated to
00:28:06
learn more about it. Speaking of insurance, let's talk about insurance, how and why we're insured. So, we have
00:28:12
six types of insurance in my house. We have homeowners. Homeowners insurance is basic and straightforward part of having
00:28:17
a mortgage. There's nothing flashy, at least that I know of, about our homeowners insurance policy. Same goes
00:28:22
for our auto insurance. We have liability as everyone needs to have by law. We also have collision. So
00:28:27
liability protects other people from your mistakes. You know, the injuries you cause, the property you damage, but
00:28:32
it doesn't fix your car. Now, collision though protects your car when you hit
00:28:36
something, another car, a tree, a mailbox, something like that. If your vehicle is damaged from an impact,
00:28:41
collision is the bucket that pays for that. We do not have comprehensive insurance which covers any other type of
00:28:48
damage or breakin or something like that that isn't covered by collision. We do
00:28:52
not have comprehensive insurance. We also have an umbrella insurance policy. And to me, umbrella insurance prevents
00:28:58
that rare awful accident from turning into some sort of financial crater. It protects your wealth. It protects your
00:29:04
future earnings. It protects some of your peace of mind. And umbrella, kind of like the name implies, it it sits on
00:29:09
top of your other insurance policies and says if there comes a point where my homeowners insurance or my auto
00:29:15
insurance doesn't cover whatever cost is going on, whatever liability is going on
00:29:20
because there's some sort of really big liability overflow. Well, umbrella insurance can kick in then. And and the
00:29:27
reason why people buy it is because, you know, they drive, they own a home with guests coming and going, they have
00:29:31
teenage drivers in the house, they have assets to protect, they want some sleep at night insurance. So, not everybody
00:29:38
always needs umbrella insurance. But I think it's a question from a financial
00:29:41
planning point of view. It's a question worth looking into just seeing if if
00:29:44
your family situation would benefit from an umbrella policy. I have disability insurance through work. Now, if you
00:29:50
believe the insurance industry, which see this seems like a reasonable stat, I suppose, they say that about three in 10
00:29:56
working age Americans will become disabled and unable to work for at least 3 months or more at some point during
00:30:01
their career. So, 30% of Americans will have a disability that lasts more than 3
00:30:06
months at some point in their career. So, that's the concern that that is probably worth insuring against. On
00:30:12
health insurance, we're using my employer's plan, but there is an interesting twist here. And I think for
00:30:16
anybody, especially with children, if you have health insurance, it's worth hearing this. In my situation, we use an
00:30:22
employee plus spouse plan that covers me and my wife, but it does not cover our daughter and it likely will not cover
00:30:28
any of our future children because instead with them, we're going through a New York State plan called Child Health
00:30:33
Plus, which is New York's version of the federal CHIP program. CHIP stands for
00:30:38
Children's Health Insurance Program. What a unique name, I know. So, if you're a parent, I would recommend
00:30:44
looking up if your state offers a version of the CHIP program. And the reason why, quite simply, is that our
00:30:50
New York State Child Health Plus is significantly cheaper for our daughter than me going through work. And it has
00:30:57
much better coverage. It sounds too good to be true, but it's but I suppose it's
00:31:00
not. It's really, really good. And it is true. It's cheaper and has better
00:31:04
coverage. So, if your state offers some version of a CHIP style program and you're a parent, highly recommend you
00:31:10
look into it. Last, a big one because the world of financial planning, for better or worse, overlaps a lot with
00:31:15
life insurance. There are a lot of people out there calling themselves financial planners who are really just
00:31:20
life insurance salespeople. Kind of gives life insurance a bad name, but life insurance has a terrific place
00:31:25
inside a financial plan. For 99% of us, that would be term life insurance. It's
00:31:30
all we need is term life insurance. It literally will pay you if you die, and eventually the insurance policy will
00:31:36
end. And if you haven't died by the time the policy ends, then you don't get any
00:31:40
payment. It's life insurance. My wife and I both have term life policies. But
00:31:44
I think our strategy behind them is is kind of worth understanding. We started with a question of course, if one of us
00:31:49
died, would it fundamentally alter our family's ability to maintain our lifestyle until our children got out of
00:31:54
college. And if you look at that question and you say, well, could we pay off the mortgage if one of us died?
00:32:00
Could we live a comfortable life if one of us died? The answer for both of us was that we needed some life insurance
00:32:05
to protect us against that risk. But we also realized, and I think this is the the important part, we also realize that
00:32:11
every year that goes by, our need for life insurance kind of diminishes bit by bit by bit. Mainly, it's it's
00:32:18
diminishing because the timeline until our children leave the house is growing shorter and shorter and shorter and
00:32:23
shorter. So, for that reason, I have a relatively small 30-year policy that will provide a benefit over their entire
00:32:30
childhood. So, you can think, you know, right around the time when we're empty
00:32:33
nesters, that smaller 30-year policy will still be in force, but then I have a much bigger 15-year policy that is
00:32:40
meant to cover our kind of much bigger risk during these early near-term years of our children's younger childhood. So,
00:32:47
I think, you know, I'd be interested to hear if any of you are a true life insurance expert out there, what you
00:32:51
think about that. I'm a big believer in the math underlying layering some life
00:32:56
insurance policies on top of each other in that way. The next topic is taxes. And the main thing I wanted to share
00:33:01
here is that I use a tax preparer. I use an accountant. I do not prepare my own taxes. Even though I'm probably better
00:33:08
than the average American at looking at a 1040 tax return and understanding what
00:33:11
all the numbers are that go into them, part of the problem is that the way I get paid and running this business and
00:33:17
and doing business deductions and what percentage of the square footage of my house counts as a deduction because
00:33:22
sometimes I sit in my wife's office and record this podcast, right? All those
00:33:25
questions like that. I want an actual CPA involved in case I ever get audited. So, that's why I use a tax preper. I
00:33:32
just think it's worth understanding that there's nothing wrong with using a tax
00:33:35
repairer and you don't have to do your own taxes. And I would wager that for,
00:33:39
you know, maybe not everybody out there, but a surprising number of people are probably missing out on little
00:33:45
deductions and little credits that they don't know about simply because they're
00:33:48
doing their taxes themselves and they've they just don't know what they don't
00:33:51
know. Anyway, outside of that, uh there aren't too many complications at this
00:33:55
point in life because we're not that close to retirement. You know, we use our 401k and our HSA contributions to
00:34:00
reduce our taxable income. We get a child tax credit. On the state level, our 529 contributions are a deduction.
00:34:06
And we have enough mortgage interest, you know, gh we have enough mortgage interest and other charitable deductions
00:34:12
to actually itemize our taxes rather than claim the standard deduction. That's not exactly a great thing. It
00:34:17
means you're paying a ton of mortgage interest, but it is what it is. The next
00:34:21
topic, how we use our HSA. So, we use the HSA strategy that you might often hear people talking about in financial
00:34:26
planning circles. We max out the contributions every year. We keep a large portion of those dollars invested
00:34:32
for the long run in stocks. Like I mentioned earlier, we keep a small portion in cash in case we ever decide
00:34:37
to use it in some sort of emergency need or to reimburse ourselves for cash flow
00:34:41
reasons. But for the most part, we intentionally do not spend any of our HSA dollars on an annual basis. But we
00:34:47
do keep all the receipts. And in case you've never heard of someone's process
00:34:50
here, it's not too complex. We keep all the receipts so that we can, you know,
00:34:54
reimburse ourselves decades down the line. That's the whole point. In the process of kind of keeping track of all
00:34:59
this stuff, we keep a spreadsheet, a shared Google sheet of all of our medical visits. And we have a a column
00:35:05
that has the date, the patient, you know, me, my wife, my daughter, what occurred, you know, what the service
00:35:10
was, and the cost. And then we make sure we have a PDF of the receipt. We keep the spreadsheet and all the receipts. We
00:35:17
keep all the receipts, the scans if you will, in the same Google Drive folder. And then we'll paste a link to the
00:35:24
receipt file right there in the spreadsheet. So the last column in the spreadsheet is a link to that that row's
00:35:30
receipt. So any given row of the spreadsheet, you could see Jesse went to the dentist on November 1st, 2025. It
00:35:36
was a normal checkup. It was $150 out of pocket. And click here's this link to
00:35:41
the receipt itself. So that someday in the future, we'll be able to reimburse
00:35:45
ourselves for all that. I think the process can be quite as simple as that. That's all that you need to do. The
00:35:50
second to last topic, some thoughts on our home and and really the thoughts that went into buying our home. Our
00:35:54
current home I hope is our forever home. The first home I bought I knew would be
00:35:58
a starter home and this is the second home that I was involved in purchasing. We purchased it jointly and we both hope
00:36:04
it's our forever home. We purchased it in a pretty normal way. We put 20% down.
00:36:07
We got a 6.5% mortgage like I mentioned earlier. And at the time when we bought it though, our monthly payment was about
00:36:14
40% of our net monthly income. Now, no matter which rule of thumb you ascribe to, that 40% of net income number,
00:36:22
that's pretty high, and it certainly meant that we had to make cuts in other
00:36:25
places in our budget to make this work. But our thought process was twofold. First, we didn't mind stretching for
00:36:31
what could truly be our forever home. you know, this seems like such an important fundamental part of your
00:36:36
family's life that maybe it is the kind of thing that if if you want to spend
00:36:40
some extra money there, go ahead and spend some extra money there. Second, of course, we expected our household income
00:36:46
to grow and and even I think it was reasonable for us to expect our income to grow beyond simple inflation. Now,
00:36:52
that was an important assumption. You could argue a risky assumption that went into our housing purchase. But again,
00:36:57
the idea there is that we knew that on day one we would be spending 40% of our net income. Now, here we are less than
00:37:03
three years later and we're spending about 29% of our net income each month.
00:37:08
Our payment's the same, but our income has gone up enough. And I certainly hope
00:37:13
that percentage continues to trend downward over the coming years. And usually with mortgages, assuming that
00:37:18
your career grows a little bit, that your income is simply going up at least by the rate of inflation, you will see
00:37:23
that happen for your mortgage payments, too. And the last topic about my personal finances right now is how we
00:37:29
budget and how we spend. And now I'm excited for this one because it's evolved quite a bit over the last 10
00:37:34
years. If you would ask me five plus years ago, I was all in on using WAB. You need a budget if you're not familiar
00:37:40
with that app. We wab to budget ahead of time and then to monitor every single penny that I spent. And I have zero
00:37:46
regrets about running my budget like that for probably four or five years. I ran my budget that way because I think
00:37:51
that level of clarity is a wonderful thing to have in your financial life at the very least for some period of time
00:37:57
to really get a grasp on what kind of money you're spending. But then when my
00:38:01
wife and I joined finances, we needed to adopt a system that we both could use, something that we both felt comfortable
00:38:06
with. So here's what we do now. At the end of every month, I update our balance
00:38:10
sheet, our net worth statement with account values for all of our cash accounts, for all of our credit cards,
00:38:15
and all of our investment accounts. It's a simple spreadsheet. Each column represents a different month. Each row
00:38:21
represents a different account. And every month, I update that net worth statement. And also in the spreadsheet,
00:38:26
I write down each month's most significant expenditures. We need data to do that. So in order to get that
00:38:32
data, we link our bank accounts and we link our credit cards to the e-money software package, something I I get
00:38:39
through work. So I can pull on any from and to date range, any date range. I can
00:38:44
see all the money that we've earned and spent. I can sort it. I can look at the
00:38:47
biggest expenditures and the kind of the the random outliers each month. I tend to write those down so I can say, "Oh,
00:38:53
right. Back in April 2025, we spent $1,700 on a new washer and dryer because our washer and dryer kicked the bucket."
00:38:59
So, at the very least, I can go back and see what the major expenditures were in
00:39:03
every month and maybe at some times change our ways because of what we see. And the goal of that exercise again is
00:39:09
to both monitor the money that we spend and to remind ourselves of past expenses. maybe to realize sometimes we
00:39:15
didn't spend money very wisely. But the powerful thing in terms of budgeting
00:39:18
here is the fact that we monitor our cash accounts on a monthly basis, right? All of our bank accounts, all of our
00:39:24
credit cards. So, what I can do is on every single month, I can get a sum of our cash accounts. How much cash do we
00:39:30
have in the bank minus how much debt do we have on a credit card? Not that we're
00:39:34
running a month- over-month balance, but at any given snapshot, there's going to
00:39:37
be some negative balance on the card most likely, unless it's the day that you paid the card off. So the point
00:39:42
being at any given time I'm running this spreadsheet we get a snapshot in time of
00:39:47
our cash account and then I can say well how does that compare to last month or the month before or the month before
00:39:52
have we been saving money have we been spending more than we earn and then by graphing those values those monthly
00:39:58
values over time we can see if we're trending in a good direction or not you
00:40:02
know do we have some negative systemic spending habits or is this just one bad month in an otherwise great year. So,
00:40:09
one of my go-tos when it comes to budgeting is, you know, you you can choose to budget ahead of time. You can
00:40:15
choose to monitor some data after the fact if you want to. You can get in the weeds and get really really nitty-gritty
00:40:20
on it. But the one thing that I think you cannot do is choose to do nothing. Everybody who I know who has some
00:40:26
semblance of, you know, financial planning success, they do something, some even simple system to monitor or to
00:40:32
track what they spend. Next, while we're here in the present, I just wanted to
00:40:35
share three simple stories, three helpful stories from this year from my practice as a financial planner. I just
00:40:41
think it's so helpful to hear about the problems that people face and the way
00:40:44
that financial planning helps them find solutions. So, the first one, one of my clients had a hard death in his family
00:40:50
this past summer, and that caused him to have this, I don't know if come to Jesus
00:40:53
moment is quite right, but for lack of a better term, a a come to Jesus moment. And the death made him realize that life
00:40:59
is too short and if he could retire tomorrow, you know what? He would. He was sick of getting on the planes and
00:41:04
traveling across the country. And even though you could tell he was a driven guy who I think enjoyed his work, there
00:41:09
came a point where he said life is short and and his he wanted to spend more time
00:41:13
with his family. And so that begged a question in his life and the question was could he retire? Is he ready to
00:41:19
retire? And good financial planning answers that question for him. And thankfully in his case, we were able to
00:41:25
give him a really good answer that he should feel really comfortable and confident in retiring. So even though
00:41:29
obviously it was a very sad death, there was a a silver lining that came out of it and and he made a important life
00:41:35
decision for himself that so far so good and and I think he has no regrets that he made that decision. The second story
00:41:41
comes from a client who works for a you know relatively well-known Fortune 500 company. They earn a great living from
00:41:47
this company. They also have a huge amount of company stock from years and years and years of restricted stock
00:41:53
units and stock options being gifted to them, which is a terrific thing, right? All else being equal, we're more than
00:41:58
happy to get those gifts in our life. If you've got a job that's paying you in
00:42:02
RSUs or stock options, that's great, right? It's money. It's free money to
00:42:05
some extent, but it's also risk, risk, risk. There's the portfolio risk that
00:42:10
this person now has because about 25% of their net worth is tied up in one stock.
00:42:15
And then there's the added income risk of having all your future human capital
00:42:20
tied up into the same company that already presents a portfolio risk to you. And then there's the challenging
00:42:26
tax planning that comes with having millions of dollars in this case of appreciated stock while also earning
00:42:32
lots of money from the company itself while you're in the the highest federal
00:42:35
tax brackets. Not exactly an easy solution. Again, it's a solution that all us being equal is a quote unquote
00:42:41
good problem to have. Right? If any of us said, "Oh, my biggest problem in the
00:42:45
world is that I'm paying relatively high taxes on millions and millions of dollars." Listen, you're doing well.
00:42:51
That's a great problem to have. But the point is that good financial planning
00:42:54
finds solutions to these types of problems. There are also just some more mundane stories, some helpful mundane
00:43:00
stories that happen in the world of financial planning. And that's what this
00:43:02
third story is. One of my former engineering colleagues has, you know, he's doing everything right. He's got
00:43:07
everything going well in his finances, but he had an interesting question, which is, hey, if my new employer laid
00:43:13
me off, how screwed would my retirement plan be? That keeps me up at night. I lose sleep over the thought of getting
00:43:19
laid off. And one of the things I love about the story is that our financial planning work for this person, it didn't
00:43:26
influence any direct decision he's making, right? He didn't quit. He didn't
00:43:31
start spending more. He didn't start saving more. He didn't change his asset
00:43:34
allocation. Instead, our answer to his question, which was, you know what, if you got fired tomorrow, you'd still be
00:43:40
totally okay. Our answer just helped him feel better. It helped him sleep better.
00:43:44
And I bet if we looked, it probably helped him lower his blood pressure a bit, too. You know, not everything in
00:43:49
the financial planning world has to be about saving hundreds of thousands of dollars or this huge decision, a death
00:43:54
in my family. Do I pull the trigger and retire or not? Sometimes it's just, hey,
00:43:59
give me some answers to the questions so I can sleep a little bit better at night. Here's a quick ad and then we'll
00:44:04
get back to the show. You probably know that I love listener inspired content, but this is my first listener inspired
00:44:10
advertisement. Frank asked me in short, Jesse, is there a best time to start working with you as a client? And the
00:44:16
short answer is yes. There are two ideal times. One is at the beginning of a new
00:44:20
year for probably some pretty obvious reasons, but the second one is right about now, September and October. It's
00:44:25
the perfect time for year-end tax planning to ensure you find the correct balance of Roth conversions, tax gain or
00:44:31
tax loss harvesting, making charitable gifts, spreading out any portfolio changes over multiple tax years, or
00:44:36
whatever other tax dials we can turn for you. working backward from the December
00:44:41
31st tax deadline. The time to start those initial conversations is right now, August, September, maybe into early
00:44:47
October, you want to give yourself and us enough runway to make sure we get this right for you. So, if you're
00:44:53
interested in starting a conversation with me and my colleagues, you can go to bestinterest.blog/work
00:44:58
and fill out the form there. Again, that's on my blog on the workwithjesse page. The address is
00:45:04
bestinterest.blog/work and fill out the form. The final ghost appears. Shrouded in a cloak, the
00:45:11
phantom holds only a clock. It doesn't seem dangerous or scary, but peering through the translucent ghost, some
00:45:18
foggy but fleeting shapes quickly materialize and then disappear. Well, as I'm sitting here now facing the the
00:45:26
ghost of financial future, I have to start with one of my favorite sayings, which is that my crystal ball is as
00:45:31
foggy as yours. Now, professionally, I'm 4 years into my career change with absolutely zero regrets. The podcast
00:45:37
continues to grow and grow and grow, and I'm looking for more ways to help more
00:45:41
and more listeners like you find helpful answers to their personal financial planning questions. And some of you
00:45:46
might know that the local firm I work for was actually recently purchased by a larger national firm, still an
00:45:51
independent fiduciary firm, but we went from a small local firm now to a a big national firm. And you know, changes
00:45:57
like this, they they're going to come with some positives and some negatives,
00:46:00
and I'm sure we'll see some of that as time goes on. But the thing that I'm
00:46:03
happy about is that I'm still working with my clients in the way that I want
00:46:06
to. I'm still able to write and podcast here and and that seems to be something
00:46:10
that leaves everybody involved pretty happy about the way things are going. So, that's good. I think this industry
00:46:15
though, this wealth management industry will have some interesting changes in the future. Now, perhaps some of them
00:46:20
are going to be driven by AI. We're already starting to see some very interesting tools enter the world uh the
00:46:25
wealth management world that are AI powered tools and we're even starting to
00:46:29
see some startups that are largely it's like you know a subscription AI bot to
00:46:33
be your financial planner. Kind of interesting. There's definitely some use cases and and some people will also
00:46:38
never want to use them. That's fine. And we're also probably going to see fee
00:46:42
models shifting. We're already seeing more and more advisers become kind of true financial planning quarterbacks
00:46:47
instead of that hands-off mutual fund picker. And I think that's great too. I
00:46:52
think more and more planners actually doing real financial planning work is what's going to help people out there
00:46:57
like you listening right now, right? We this industry needs to be better at providing like holistic financial
00:47:03
planning, holistic wealth management to our clients. I think we'll also start to
00:47:07
see a tighter merger of wealth and well-being. Clients in in my experience already I'm seeing people want more than
00:47:13
just performance, right? They definitely want that underlying financial planning.
00:47:17
help me answer the questions about all the other parts of my personal finances. They want confidence and clarity and
00:47:23
better lives. And advisers and planners are are leaning into that more valuebased planning, decision coaching,
00:47:30
behavioral accountability, life design, major transition planning. And it's not
00:47:35
this isn't, you know, kind of woo woo. This is recognizing that money is the
00:47:38
tool, sure, but it's not the goal. The goal is having that better life, whatever that means for you. And so
00:47:45
money is one of the tools to get there, but there have to be other tools to get there, too. And that's where the the
00:47:51
valuebased planning or the the life design, the major transition planning, that's where those things come into
00:47:55
play. On the personal side, we're viewing our our current financial plan with a pretty clear first priority, and
00:48:01
that's to live a a comfortable, not extravagant, but also not ultrarugal lifestyle right now, with a focus on our
00:48:08
family, both present and future. And of course, there are secondary goals that involve long-term savings for
00:48:14
retirement, for other lofty goals, kind of like the lakehouse you might have heard me mention on this podcast before,
00:48:19
but retirement or that lakehouse or whatever, they don't have precise timelines in my mind. Not at all. Truth
00:48:25
be told, I enjoy work too much to be sitting here go telling you guys that I'm going to retire at 47, I'm going to
00:48:31
retire at 53, I'm going to retire at 60. I just don't know. So anyway, there's
00:48:35
not a precise timeline to that. Whereas the family life though, our children's
00:48:39
time at home, there are some pretty precise timelines there. Our daughter is now one and a half years old. It's kind
00:48:45
of crazy to think that going a little less than 10% of her time at home is already done. I don't like that, but at
00:48:52
the end of the day, it's the way it is. And uh I'm going to be happy for her
00:48:55
when she leaves the nest in 16 17 years. But the point is there's a defined timeline there and that's something I
00:49:01
want to focus on right now. And I will say we're also in a lucky position that
00:49:05
independently both I and my wife saved at a pretty high rate early in our careers. We benefited from those those
00:49:12
years of asset prices going up and up and up during those times. So here we are at age 35 and our long-term
00:49:18
retirement accounts are in a pretty healthy place and that affords us some flexibility to say if we want to take
00:49:23
our foot off the pedal a little bit right now and focus on some of the other parts of enjoying life right now, we can
00:49:28
do that. So, it's kind of funny that we do not have a hard defined financial
00:49:33
plan ourselves, but we are saving a comfortable amount. Not necessarily a crazy amount, but a comfortable amount.
00:49:38
Our spending looks the same. We're spending a comfortable amount, not a crazy amount. And we're living life
00:49:44
right now and also saving a little bit for the future. We're maintaining our
00:49:47
ability to be flexible at some future date without sacrificing our ability to enjoy life right now. And I'm pretty
00:49:53
happy about that. That's all I got for you today. That's what the ghosts of
00:49:57
financial past, present, and future had to say about my life and my career and what's going on here at the podcast and
00:50:02
the blog. Listeners, I can't thank you enough for an amazing a truly just a podcast now that I think about it. I
00:50:08
mean, a banner year, a a life-changing year for the podcast, crossing 100,000 downloads in just this year alone. And
00:50:16
we're hoping for bigger and better and more exciting things coming in 2026. So,
00:50:20
merry Christmas to you all. Happy holidays and a happy new year. and I'll talk to you in 2026. Bye-bye for now.
00:50:27
>> Thanks for tuning in to this episode of Personal Finance for Long-Term Investors. If you have a question for
00:50:32
Jesse to answer on a future episode, send him an email over at his blog, The Bestinest. His email address is
00:50:39
[email protected]. Again, that's jessevestinterest.blog. Did you enjoy the show? Subscribe, rate,
00:50:47
and review the podcast wherever you listen. This helps others find the show and invest in knowledge themselves, and
00:50:54
we really appreciate it. We'll catch you on the next episode of Personal Finance
00:50:58
for Long-Term Investors. Personal Finance for Long-Term Investors is a personal podcast meant for education and
00:51:05
entertainment. It should not be taken as financial advice and it's not prescriptive of your financial
00:51:10
situation.

Episode Highlights

  • Listener Appreciation
    Jesse shares a heartfelt review from a listener, highlighting the impact of his podcast.
    “Insightful and entertaining, five stars.”
    @ 01m 04s
    December 24, 2025
  • Lessons from a Young Entrepreneur
    Jesse recounts his childhood experience running a concession stand, learning valuable business lessons.
    “I learned the pride of entrepreneurship and earning your own money.”
    @ 08m 07s
    December 24, 2025
  • The Birth of a Blog
    In late 2018, I decided to start my own blog, The Best Interest was born.
    “The Best Interest was born.”
    @ 16m 36s
    December 24, 2025
  • Switching Careers
    In mid 2021, I began conversations that led to my career switch to wealth management.
    “I started the conversations that eventually led to me switching careers.”
    @ 16m 45s
    December 24, 2025
  • Understanding Debt
    I’m choosing to pay down a 6.5% mortgage instead of investing in the stock market.
    “I’m choosing to pay down a 6.5% mortgage.”
    @ 25m 15s
    December 24, 2025
  • Insurance Insights
    We have six types of insurance, including an umbrella policy for extra protection.
    “Umbrella insurance can kick in when other policies don’t cover costs.”
    @ 29m 24s
    December 24, 2025
  • The Importance of Life Insurance
    Life insurance can protect your family's lifestyle in case of unexpected events.
    “We needed some life insurance to protect us against that risk.”
    @ 32m 03s
    December 24, 2025
  • Tax Planning Insights
    Using a tax preparer can uncover deductions you might miss.
    “A surprising number of people are probably missing out on little deductions.”
    @ 33m 43s
    December 24, 2025
  • Budgeting Evolution
    Adapting budgeting strategies as life changes is crucial for financial clarity.
    “You can choose to budget ahead of time or monitor data after the fact.”
    @ 37m 30s
    December 24, 2025
  • Client Stories in Financial Planning
    Real-life examples highlight the importance of financial planning in decision-making.
    “Good financial planning answers the question for him.”
    @ 41m 21s
    December 24, 2025
  • Value-Based Planning
    Advisers are focusing on value-based planning to help clients achieve better lives.
    “They want confidence and clarity and better lives.”
    @ 47m 21s
    December 24, 2025
  • A Life-Changing Year
    The podcast crossed 100,000 downloads this year, marking a significant milestone.
    “A banner year, a life-changing year for the podcast.”
    @ 50m 11s
    December 24, 2025

Episode Quotes

  • It's a maze of uncertainty and worry.
    Jesse's Ghosts of Financial Past, Present, and Future | E125
  • If you build it and tell them about it, they will come.
    Jesse's Ghosts of Financial Past, Present, and Future | E125
  • I should really sit down and learn what’s going on here.
    Jesse's Ghosts of Financial Past, Present, and Future | E125
  • It’s cheaper and has better coverage.
    Jesse's Ghosts of Financial Past, Present, and Future | E125
  • You can’t choose to do nothing.
    Jesse's Ghosts of Financial Past, Present, and Future | E125
  • Money is a tool, but it's not the goal.
    Jesse's Ghosts of Financial Past, Present, and Future | E125

Key Moments

  • Financial Foundations00:04
  • Listener Feedback01:04
  • Year in Review01:46
  • Career Lessons15:10
  • Financial Present20:22
  • Tax Preparation33:00
  • Financial Clarity47:21
  • Podcast Milestone50:11

Tension Over Time

Words per Minute Over Time

Vibes Breakdown