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The Risks and Rewards of Quitting Your Career | Kelan Kline - E114

August 20, 2025 / 01:04:06

This episode covers entrepreneurship, financial planning, and personal finance strategies with guest Kellen Klein, co-founder of The Savvy Couple. Jesse Kramer discusses Kellen's journey from jail deputy to successful entrepreneur, the importance of financial flexibility, and the steps needed to start a business.

Kellen Klein shares his experience of transitioning from a full-time job to entrepreneurship, emphasizing the need for planning and financial stability. He highlights the significance of aligning with a partner and creating a budget to support this change.

The episode also discusses the concept of financial flexibility, illustrated through a story about a friend's daughter buying an expensive car. Jesse explains how financial decisions impact long-term wealth and the importance of being content at various spending levels.

Listeners learn about the potential risks and rewards of starting a side hustle, with Kellen providing insights on leveraging skills and scaling income. The conversation includes practical advice on budgeting, investing, and finding niche markets for business.

Finally, Kellen introduces the Freedom Builders community, aimed at helping couples achieve financial freedom through online income streams and effective money management.

TLDR

Kellen Klein shares his journey from jail deputy to entrepreneur, emphasizing financial planning and flexibility for aspiring business owners.

Episode

1:04:06
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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 114. I'm Jesse Kramer. By day, I work at
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a fruiary wealth management firm helping clients nationwide. You can learn more at bestinterest.blog/work. blog/work.
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The link is in the show notes. And by night, I write the best interest blog. I host this podcast. I put out a weekly
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email newsletter. All of which helps busy professionals and retirees avoid mistakes and grow their wealth by
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simplifying their investing, taxes, and retirement planning. Later in today's
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episode, Kellen Klein will be joining me. Kellen is is local to me here in Rochester, and he's the co-founder of
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the Savvy Couple Brands, a huge online personal finance platform that he runs with his wife Britney. been recognized
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by Forbes and Time and other publications. And Kellen has a really unique story. He went from working
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full-time as a a jail deputy in the county jail to paying off six figures of debt, quitting that job in the jail
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while he was building this amazing business all over the course of a few short years, especially in hindsight.
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This isn't going to be an episode where all we do is kind of sing Kellen's
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praises and and tell you to go check them out, but rather the point of this episode is kind of learn about the
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process and the risks and the planning that went into starting a business, that went into growing that business, that
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went into the the monumental decision of quitting his then career to pursue the business full-time, and also some of the
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financial planning and household financial sacrifices required to ensure that Britney and Kellen maximize their
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probability of success. And now, why are we talking about those things today? Because of the thousands of you
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listening to this podcast, I know for a fact that plenty of you have ideas rattling around in your heads to maybe
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leave your 9 to5 early, to start your own business, to pursue some sort of passionate side hustle, to start doing
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contract work or consulting part-time as part of your retirement plan. And like all major projects in life, doing one of
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those things requires a lot of planning, a lot of thinking, a lot of foresight. And I think we can all learn something
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interesting today from Kellen's successes, from the stories he has to tell us, and also from the failures
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really, from the good, the bad, and the ugly of the real life lessons that Kellen and Britney went through to start
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their brand, to start their business. But before Kellen joins us today, we do have a review of the week and then some
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monologue thoughts from me. The review of the week from Clint Money. Great for the beginner to the expert. Five stars.
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Jesse does a great job of explaining financial topics in great detail so nobody gets left behind. The guests he
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has on his show are top-notch as well. I'm looking forward to years of great
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content. Well, Clint, thank you very much for the kind words. Feel free to drop me an email at jessebinterest.blog
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and I will send you a super soft podcast t-shirt. And before Kellen joins us, before we take a deep dive into
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entrepreneurship, into owning your own business, into a side hustle, you need some financial flexibility to pull that
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off. So, I was thinking about this article I wrote in March of 2024. At the time, my friend's daughter, she was 21
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years old. She had just bought her first car, a very big financial move, and she
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had lots of options of what car she wanted to buy. Was she going to look for, you know, the used Honda, the used
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Toyota, the used Kia? Lots of frugal experts would point to that kind of decision. Uh, was she going to buy
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something was new, but, you know, maybe reasonable? That's what I did for for my
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first car. I bought a brand new 2012 Toyota RAV 4. It was new at the time, but I thought a pretty reasonable car to
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buy. I drove it for 160,000 miles or something like that. and I got my money out of it. Or was my friend's daughter
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going to go all out? There are places to be and she's got people to impress and
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she wants a cool car. Well, for better or for worse, this young woman went with option three. She bought a 2024 Ford
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Bronco for roughly $50,000. A very cool car, one of the most popular cars in America since the Bronco came back to
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life in 2021. And that cool factor, if you will, was essential for this young woman. It's what she wanted. But by
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stretching her finances with this purchase, she damaged her financial flexibility in other areas of life. That
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ability to absorb financial downfalls, to react to financial changes, to find contentment at various consumption
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levels. I think about the world of physical fitness where stretching improves our physical flexibility and
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that flexibility prevents muscle or joint related injuries or what have you. But I also think that maintaining proper
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financial flexibility helps cushion the financial blows that life will inevitably throw your way, the sudden
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expense, the loss of a job when your dog eats the tennis ball and needs, you know, emergency veterary care. Those
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kind of flexibilities are really important. And my friend, whose daughter bought the Bronco, discussed how she
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felt this great discontent with the idea of driving around in a used junky car, which I totally get. all else equal. A
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cool new car is way better and way cooler than an old junky car, but all else isn't equal. That's the problem. I
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mean, namely, the price, more accurately, that the cost per mile of the Bronco is going to be way more than
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that of the used junky car. And we all know someone who fits this mold. They just have to have the nicest stuff. And
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I think for those people, it is important that we try to hit them or or if you find yourself in those shoes. I I
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know in some places in life I might find myself in those shoes and I try to hit myself with this all-timer of a quote
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which is look around you all of that stuff it used to be money and all of that money it used to be time the
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question becomes are you content are you fulfilled are you happy and it's different strokes for different folks
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some people need that fancy Bronco while other people despise spending their hard-earned dollars on a depreciating
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asset and the question is how much of your time are you willing to trade paid for that stuff. I think it's a
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superpower to feel content and to feel fulfilled at multiple spending levels. And that idea, I don't think, can be
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emphasized enough. Overspending is typically tied to some sort of search for contentment. And very rarely is that
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contentment found, for example, behind the wheel of a car, behind the wheel of a Ford Bronco. And we are all different.
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I get that. Our contentment flexibility will vary depending on the topic. We each have areas of life where we say,
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"Hell yes." and we happily pay higher prices. And for you, it might be nice
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dinners or dog toys or a nice bottle of wine. For me, it's squash rackets or
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books for my for our daughter. Lots of books. Lots of books for our daughter. High quality baking ingredients. I like
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making a good batch of cookies. And I don't mind spending money on that stuff.
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We each have the different stuff that we want to spend money on. But if you can still be happy at various spending
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levels, your financial life is bound to improve. And to some, financial flexibility means having room in your
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budget. You know, life will throw you curveballs. Can you roll with the punches and keep your head above water?
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You've probably seen headlines before like, you know, 47% of Americans can't
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afford a $1,000 emergency expense. Now, whether that headline is true or just some sort of bastardization of polling
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data, the fact remains a lot of people don't have much room in their budgets
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and their situation is kind of like a pane of glass and it shatters under the slightest bump. A healthy emergency fund
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solves that problem by providing them with flexibility. And it's kind of ironic because their flexibility is
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created in the first place by saying no, right? We have to say no to things in order to build that flexibility in our
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lives. But then having that flexibility empowers us to eventually start saying yes to things. We have to choose not to
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spend money to to grow the emergency fund. A penny saved is a penny earned. But the benefit of our budgetary
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flexibility is eventually, hey, some sudden fun spending opportunity arises and we get to say yes. I think it's also
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worth thinking about geographic flexibility. You know, would you be happy living in New York City? Would you
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also be happy living in, I don't know, rural Iowa? If you have the lifestyle
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flexibility to move to a low cost of living area, that's a pretty amazing financial superpower. Just for kicks and
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giggles, I compared New York City to Sou Falls, Iowa. The overall cost of living
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is more than 100% higher in New York City. And if you're listening to this in
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Iowa, let me know. Specifically, New York City rent is about 300% higher than Sous City. Restaurant prices are about
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100% higher. Groceries are about 75% more. So, if you're tied down to a high
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cost of living area, tied down, literally, you're not flexible in that way, then it kind of just is what it is.
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I'm not going to tell someone to abandon New York City and abandon your family to
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save money in Iowa. But if you can move to a low cost of living area, even if you can move to a midcost of living
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area, what's stopping you? I know since co that's happened a lot around here in
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upstate New York in Rochester and Buffalo and Syracuse. I just specifically here in Rochester. A lot of
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families, a lot of younger families who maybe originally were from Rochester, they left the nest, so to speak. They
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settled in greater New York City. They settled in DC. They settled in Boston, you know, Chicago, mostly central and
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east coast cities. And then during COVID, probably because of the remote work and all the flexibility that gave
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them, they'd come back to Rochester, making us one of the hottest housing markets in the country. Because that
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same family that maybe was trying to get a pretty normal, quote unquote normal 2,000 foot house in Boston for a million
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half dollars, that million half dollars buys them one of the nicest houses in Rochester. And in fact, they can get a
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much nicer house than they could in Boston for probably like half the price here in Rochester. Anyway, it's a story
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for another day, but the point again is geographic flexibility. Next, I think about the question, does money actually
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buy happiness? One of my colleagues, Chris, when he meets with clients, he often says, I'm not sure if money buys
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happiness. Maybe it's different for different people, but money certainly buys flexibility. And for me,
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flexibility does often lead to more happiness. And I think he's got a really
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good point. Most of us want options in life and that's what financial flexibility is all about. We want the
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option ideally to afford anything but you know like Paula Pant might say if you know Paula you can afford anything
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but you can't afford everything. And that's a really important financial
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flexibility idea to take home with us. Next when I was thinking of Kellen's story what you're all about to hear from
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Kellen's story today. I think of that fork in the road that he and his wife Britney must have faced. That fork in
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the road that said do we continue? Does Kellen continue down his career of being
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a a guard at the county jail or does he go for broke and run the business? And it reminded me of a fork in the road, so
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to speak, from the financial independence movement. So, this is from an article December 2022 I wrote called
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Two Roads to Financial Independence. And I was reminded of, you know, Robert Frost's poem, Two Roads Diverged in a
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Wood, and I I took the one less traveled by. And that has made all the difference. Now, most people know of
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that poem, The Road Not Taken, especially those last few lines that I just quoted. And most people interpret
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the poem as well, Robert Frost's choice, his choice made all the difference. And
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it made all the difference in a good way. And so, Robert Frost is telling us to to break the mold, to be different,
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to create some extraordinary life, right? Two roads diverged in a wood. I took the one less traveled by, and that
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has made all the difference. So, do the the unique thing and make all the difference. But if we actually read the
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poem closely, Frost doesn't really make that claim. The road less traveled is
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neither good nor bad. He's not really passing any judgment on the path that one takes. Instead, his point is that
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the decisions we make in life, like a fork in the road. They steer us in a certain direction that cannot be undone.
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And because of that, even a tiny decision can make quote unquote all the difference. Maybe good, maybe bad, but
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it can make all the difference in your life. And I think of it, you know, one road leads to another road or one fork
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leads to another fork and then another fork and then another fork. And that Robert Frost, he would never again find
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himself at that particular intersection. His choice left or right led to these future desperate decisions, but would
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never lead back to where he stood at that moment, to that particular decision. And he says this in the poem.
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He says, "Yet knowing how we leads on to Wei, I doubted if I should ever come
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back. In the long run, a simple fork in the road can fundamentally change your life. It's a little bit like chaos
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theory or that apocryphal idea that a butterflyy's flight in South America changes the direction of a major
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hurricane over the Atlantic. That small changes in input can cause massive shifts in output. And time only moves in
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one direction. There are no counterfactuals in life. If I had done this instead of that, I would be over
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here instead of over there. You can't pretend you would know how that actually
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works out. You can't pretend you would know what would have happened if you had
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made the other choice. You can't be certain. But nevertheless, we do dwell on opportunities missed. If I had gone
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to that party in grad school, I would have met Margot Robbie and now I'd be married to a famous actress. Well, you
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can't really do that. But we never consider, we never even really begin to think about disasters that we've
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averted. I think this is a really cool thought. Maybe maybe you do, too. Maybe you've never thought about it. But, you
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know, maybe if id gone to that party with Margot Robbie, some distracted driver would have t-boned my car at the
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stoplight and and broken my leg. And just think about it. When was the last time you considered that a few mundane
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choices in your past have probably saved your life by avoiding some sort of fatal
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accident? You might scoff, but that's certainly a a train of thought less traveled. And as Robert Frost writes in
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the poem about sitting there at that fork in the road, he says, "And be one
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traveler long I stood and looked down one as far as I could to where it bent in the undergrowth, then took the other
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as just as fair." So the point being is that you can only take one path. And now
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time for the second path of this little um diet tribe about Robert Frost and and
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the fire movement, the financial independence retire early movement. It strikes me as this Frostian bargain. And
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yes, I know it's a Fouian bargain, but this is a Frostian bargain. And the basics of FIRE are pretty
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straightforward. If you earn more, you spend less. You can become financially independent, no longer tied to your
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employer's mandates. You can retire much earlier than traditional Western civilization retirement dates. Fire
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folks, they generally take Robert Frost's path. They take the path less traveled. They, you know, assue the
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common nine-to-five for 40 years career by striving usually for higher incomes, definitely by uh lowering their spending
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and by investing the difference. And that combination for them, it makes all the difference. But like those who kind
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of misread Robert Frost's poem, the FIRE movement occasionally conflates different with better. And different and
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better aren't always the same thing. And now, granted, I'm I'm cherry-picking
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these, but I I picked these five headlines from the financial independence subreddit in recent months,
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and I want to see if you can spot the common thread. So, again, I'm just going
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to read five headlines here. I retired early at 36. It's been 2 years, and I'm
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feeling lost. Your fire obsession may be a symptom of stress. I fired at 30 and now I'm lost, depressed, and don't know
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what to do. Living in the future or why fire won't make you happy. And then the
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last one is the pursuit of fire just a temporary distraction from unhappiness. And again, I did cherrypick those
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headlines. There are also many great stories of fire, financial independent success, and the road less traveled
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after all can make all the difference in both directions. But yeah, fire is the road less traveled, but it's not always
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it's not always the better road. Now, my personal story is just another example.
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Fire was a huge part of my initial interest in personal finance and investing. And that interest led to the
00:15:30
creation of the best interest. It led to me changing careers. It led to this podcast. And that's just a huge
00:15:35
fundamental part of my life when I think back on it. And I was full steam ahead on the fire path in my old engineering
00:15:42
career. I was on the fastest path to fire that I could possibly muster. I was Mr. Rice and Beans, Mr. Coffee at home,
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brown bag lunches every single day. But stories that are similar to the the headlines, the five headlines that I
00:15:54
just read. I felt something in my life that something wasn't quite right. I was
00:15:58
on a better path, right? I mean, that's what I was asking myself. This is supposed to be the better path, but if
00:16:03
it's the better path, why doesn't always feel better? And for years, I couldn't
00:16:06
really put my finger on the problem. Now, coincidentally, the work that I'm doing on the Best Interest blog here on
00:16:12
this podcast, the work that I'm now doing full-time helped me discover my issue. And simply put, I didn't enjoy
00:16:18
the day-to-day work of my engineering career. And rather than running towards early retirement, I was really using
00:16:24
financial independence to run away from an unfulfilling job. I found out that the mind starts to rebel when you force
00:16:31
it to be passionate about escapism. That's where I found myself. But I did love the work of writing, of podcasting,
00:16:37
of helping my readers and now my clients achieving their financial goals. And that's something this is something that
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I'm not looking for an escape route from. If anything, I wanted more time to
00:16:47
write to podcast to help people. And now that I've been doing that, now that I've
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been working full-time in financial planning for three and a half years as I record this, I'm no longer really
00:16:57
focused on reaching fire. I just really like doing what I do. And sure, I'm still watching our household finances.
00:17:04
I'm still making sure that we're investing our money wisely, but I've
00:17:07
really separated the FI, the financial independence from the RE, the retirement early. I think financial independence is
00:17:13
something we all want at the end of the day. But I'm no longer racing to an early retirement. Instead, I'm now on
00:17:19
this slow FI path. I'm saving less. I'm spending more. Yes, you heard that
00:17:23
right. I'm saving less. I'm spending more. I'm still saving. I'm just not
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saving quite as much as I was when I was, you know, Mr. Rice and Beans. I'm enjoying the present rather than wishing
00:17:31
it all away, rather than straining towards this supposedly better future. And in some ways, that makes me an
00:17:37
outlier when I compare myself to other financial bloggers or other fire heroes or other spreadsheet nerds. I'm on the
00:17:45
road less taken. But for me, it's making all the difference. Okay, that's that
00:17:50
for that article. But then last the last one before Kellen joins us today. It's a
00:17:53
little bit maybe off topic, but it struck me because I've gotten a bunch of emails in the last month, in the last 6
00:17:58
weeks, just a bunch of emails about people inheriting money from relatives who have passed away. And based on
00:18:04
demographics, based on aging baby boomers, I think that trend is just going to keep getting stronger and
00:18:09
stronger and stronger. people like us, people like those of us listening to this podcast right now. We are going to
00:18:14
be inheriting money in the future. So, I wanted to share this advice I gave to someone who recently inherited $600,000,
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a pretty big chunk of change. So, here are all the thoughts and the questions I recommended that she work through. So,
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in this particular case, Felicia and her husband received a $600,000 inheritance.
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She said they earn modest incomes. They live pretty modestly. They don't know
00:18:33
what to do with the money or how to best handle it. They have about $40,000 of student debt at a 5% interest rate. They
00:18:40
have a apartment, but they'd like to buy a house. Their ideal home would cost
00:18:43
$500,000. They already have $50,000 set aside for that. They contribute to their
00:18:47
401k accounts. They contribute to Roth IRA accounts. They've never earned enough money to be able to max them out.
00:18:52
And they're at a loss in a few areas when it comes to the inheritance. What don't they know, right? We don't know
00:18:58
what we don't know. And what are the big things that they're likely missing? They
00:19:01
have questions about taxes. Do they need to be worried about taxes this year or in future years? They're thinking about
00:19:06
spending, right? $600,000. This seems like a really big chance for them, but they're scared. In her words, in
00:19:12
Felicia's words, they're petrified of spending it and ruining their future.
00:19:16
But at the same time, again, in her words, they don't want to die on a pile of unspent cash. And then last, of
00:19:22
course, is investing should her investing strategy change. So, what an interesting question, and again, what a
00:19:28
question that will likely apply to a lot of us over the coming years. So, let's
00:19:33
start with taxes. Taxes are pretty easy one that we can tackle quickly. And we'll start with inheritance taxes. And
00:19:39
it's important we're going to differentiate here between inheritance taxes and estate taxes. Inheritance
00:19:44
taxes get charged to the recipient of an inheritance like Felicia. Estate taxes get charged to the estate of the
00:19:51
deceased person prior to the money being distributed to the inheritors. So in Felicia's case, she already dodged the
00:19:58
estate taxes. Estate taxes might have applied to the person who died in Felicia's case, but not to Felicia
00:20:03
herself. Anyway, we're going to go back to inheritance taxes, those that get
00:20:07
charged to the recipient like Felicia. Thankfully, there is no federal inheritance tax. Six states, although I
00:20:14
think actually one of the six states, I don't remember which one. I think it's
00:20:17
only five states now. I think one of the six states recently ended their inheritance tax. But either way, five or
00:20:22
six states charge inheritance taxes. Nebraska, Iowa, Kentucky, Pennsylvania, New Jersey, and Maryland. So,
00:20:29
inheritance tax, estate taxes, we'll go on to estate taxes, as I said before,
00:20:33
get charged to the estate of the deceased person prior to money being distributed to the inheritors. There is
00:20:39
a federal estate tax, but it kicks in at enormous amounts of wealth. $14 million
00:20:45
for individuals, $28 million for couples. And then some states, though, it's important to have estate taxes as
00:20:52
well. Now, I believe this is a a pretty comprehensive list of the the states that have estate taxes. Washington,
00:20:58
Oregon, Minnesota, Illinois, Vermont, Maine, Massachusetts, Rhode Island, Connecticut, New York, New Jersey,
00:21:06
Maryland, Delaware, Washington DC, and Hawaii. I think that's it for state estate taxes. But either way, if you
00:21:14
live in one of those states, it's worth understanding what your state's estate
00:21:17
taxes are. or even if you don't live in one of those states, you might just want
00:21:20
to double check and make sure that I I got that right for your state. Capital gains taxes. How do capital gains taxes
00:21:25
apply to inheritances? Usually, they don't, especially at the time that the inheritance is given. But if the assets
00:21:32
in your inheritance, maybe stocks or a home, if that appreciates in value, you will probably eventually owe capital
00:21:41
gains taxes if and when you decide to sell that asset. So again, if you inherit a house from grandpa, if you
00:21:47
inherit stocks from grandpa, you don't owe any capital gains when you inherit
00:21:51
that asset. But if you choose to hold on to that asset for a long time and that asset grows in value and then you sell
00:21:57
it, you will likely owe capital gains taxes on the difference between the price you sell it at and the value when
00:22:03
you inherited it. And then last, income taxes. Again, income taxes generally don't apply to inheritances except in
00:22:11
one very common case, which is an inherited 401k or an inherited IRA. The deceased person likely never paid income
00:22:18
taxes on any of those traditional retirement account contributions. So, the IRS mandates that the person who
00:22:24
inherits the account, that's us, pay income taxes from their inherited IRA. As of this recording, you know, moving
00:22:31
forward, I should say for non-spouses, when you if you inherit an IRA from someone other than your spouse, the
00:22:38
current tax code stipulates that all of the assets in that inherited IRA must be
00:22:42
withdrawn within 10 years of the deedent's death and that uh you, the inheritor, will pay income taxes on
00:22:49
those distributions based on your income tax rates. So, let's move on to spending. Felicia's next concern. and
00:22:55
her concern over spending, I think, is the epitome of personal finance, right? $600,000 is a lot of money, no matter
00:23:01
who you are, but especially if you've come from a modest background, like Felicia said, and I think she's right to
00:23:06
see this inheritance as a really big financial opportunity. But I really want to dispel Felicia's feeling of being
00:23:13
petrified. This inheritance is an opportunity for good, for flexibility, like we just talked about. It's an
00:23:18
opportunity for choice, for some fun, and and just ask yourself, would you rather have $600,000 or zero? And the
00:23:25
fact that we all have the same answer to that question suggests that Felicia's
00:23:29
inheritance, at least financially, is a positive thing for her, right? Not notwithstanding the fact that someone in
00:23:34
her life died. I realize that's a negative thing again, most likely. But the fact that she has the $600,000,
00:23:40
that's a positive thing. So, where do the negative feelings come from? It sounds like part of Felicia's fear is
00:23:46
the potential, and again, the potential future regret if she and her husband somehow screw up this scenario. uh they
00:23:53
never thought they'd get this lucky to inherit $600,000. So what if they don't
00:23:57
seize that opportunity, right? What if they let themselves down? What if they let their family down? It's like Uncle
00:24:02
Ben in Spider-Man. With great power comes great responsibility. Maybe there's the same thing here. With great
00:24:08
inheritance comes great responsibility. And I think this is why financial planning matters. You know, Felicia and
00:24:12
her husband, they need to build a plan for their assets. Something like the financial order of operations is a great
00:24:19
starting place based on the details that Felicia shared with me that I shared with you at the beginning of this little
00:24:25
uh reading. Their plan should probably include somewhere in there a small amount of money for immediate fun use.
00:24:32
Now, there's no hard rule, but something in the ballpark of, I don't know, 5% of
00:24:37
the total or or $10,000, something like that. It's like, Felicia, go take that
00:24:41
trip you've always been wishing for or whatever that is for you. The financial
00:24:44
plan should probably also include some debt payoff. Considering Felicia brought it up, I would recommend she immediately
00:24:50
pay off the $40,000 in student debt. Especially, you know, assuming that payments have started up again for her,
00:24:56
there's not really any sense in paying off loans while the payments and interest are deferred. I think it'll
00:25:00
ease her burden. Again, she cared enough about it to mention it in your question.
00:25:05
And that payoff is is the equivalent to a 5% return on those assets. It doesn't
00:25:10
mean that debt payoff should always be part of all inheritance scenarios, but in this case, I think it's smart advice.
00:25:16
I think Felicia should probably also earmark some of the money for a home purchase. She talked about $500,000
00:25:23
being their home budget. 20% down is a typical home payment. She should earmark $100,000 for the home payment. Granted,
00:25:30
more is probably better. There are, you know, pesky closing costs. And if Felicia's home purchase timeline is
00:25:36
ASAP, if she and her husband want to buy a home as soon as possible, I'd recommend she set aside at least
00:25:42
$100,000 today into a high yield savings account for that specific purpose. The next thing I think should be part of her
00:25:48
financial plan is what I call endowed spending. She talked about the desire to avoid dying on a pile of unspent cash.
00:25:55
And I think it makes sense for her to pre-plan a small percentage of spending every year. Maybe something in the 1 to
00:26:01
2% range. you know, $5,000, $10,000, $15,000 feels about right. Felicia could spend it on fun. She could spend it on
00:26:08
making many small facets of life a little bit better. And to accomplish this, I think Felicia should think about
00:26:14
money, again, I called it endowed spending, almost in the same way that a college thinks about its endowment. She
00:26:20
could take a chunk of money. Maybe it's $150,000 or $200,000 today. Invest it
00:26:26
into a conservative diversified portfolio for the specific purpose of annual purposeful spending. And we'll
00:26:33
talk about that idea again down when I when I mention investing. And if you're
00:26:36
keeping track at home, we've earmarked maybe 300 to 350,000 of Felicia's
00:26:41
$600,000 inheritance. We talked about maybe 10 $20,000 for some fun right away. We talked about $40,000 to pay off
00:26:49
college debt, $100,000 for a home down payment, and maybe $150 or $200,000 for that ongoing endowed spending. But now
00:26:58
the question comes up, what do we do with the remaining 300,000 or 4 million? And that remainder of Felicia's
00:27:04
inheritance should be, in my opinion, invested for the long haul. But other portions of her quote unquote spending
00:27:10
assets should probably be invested, too. Now, what do I mean? Well, her specific
00:27:14
investing allocation depends on the unique goals, the unique timelines of her life and of her assets. So, for the
00:27:20
home purchase, we already covered that the $100,000 should be invested, maybe deposited is the better word, into a
00:27:27
high yield savings account, earmarked for the home purchase. It's in cash. It's safe uh insured by the FDIC earning
00:27:34
something like 4% in today's interest rate environment. Now, the endowed spending that maybe she sets aside $150
00:27:40
or $200,000 for that annual purposeful spending, that money should be invested. Now, truly invested. I don't think it
00:27:47
should be in cash. Now, why is that? Well, some of the $150,000 certainly is short-term. You know, again, if she's
00:27:54
spending, call it $10,000 a year out of this endowment, one of the $10,000 chunks is going to happen this year, and
00:28:01
that's short term. But a lot of those $10,000 expenditures are going to be long-term. And if we think about that
00:28:07
$150,000 as a true endowment like a university might, then the $150,000 in principle should mostly be left alone.
00:28:15
Should be left alone at least as much as possible. So something like a 50% bond and 50% stock allocation for that
00:28:21
$150,000 combines Felicia's need for both short-term capital, but also for this
00:28:28
reasonably conservative long-term growth. And then last, we have Felicia's true long-term money. The remaining
00:28:34
$300,000, $250,000, again, depending on our math, should be invested for the long long run. Depending on Felicia's
00:28:42
specific risk tolerance, a stock allocation of 70% all the way up to 100% is probably appropriate with the
00:28:48
remaining assets, the difference from 100% those assets and bonds. Or maybe she's seeking further diversification,
00:28:55
real estate alternatives, what have you. Now, for now, we can say she invests those assets at 80% stocks, 20% bonds.
00:29:02
And again, if we depending on the exact numbers that we use here, we can see that Felicia's total portfolio kind of
00:29:09
from the bottom up is roughly 25% cash. So, if we add up the the assets that were already on Felicia's balance sheet,
00:29:16
plus the decisions we've made with this new $600,000, we see that Felicia's
00:29:21
total kind of liquid portfolio becomes approximately 25% cash, 25% bonds, and about 50% stocks. Now, that might be a
00:29:31
big change from Felicia's prior investing allocation, but our logical investing framework from the bottom up,
00:29:37
right, that ought to work for just about anyone at just about any crossroads in their life. First, we identified her
00:29:43
goals. Then, we applied dollar amounts to those goals. We determined timelines to reach those goals. To reach those
00:29:50
dollar amounts and then we invested appropriately. Shorter timelines demanded lower risk assets. Longer
00:29:56
timelines demanded higher risk assets. So, from the bottom up, we built this portfolio. So, what else? What else did
00:30:03
Felicia and and I potentially missed so far? Well, Felicia and her husband should certainly start maxing out their
00:30:09
Roth IRA every year. She mentioned that they contribute, but they've never maxed
00:30:12
it out. If nothing else, they should pull 13, I guess $14,000 from their long-term taxable money, deposit that
00:30:20
into their Roth IAS to make sure they're maxing out uh their Roths basically
00:30:23
every year going forward. Should they also max out their 401k? Well, they should definitely get the match, right?
00:30:28
Always get the employer match. It's free money. But beyond that free money, I
00:30:32
think they can weigh the pros and cons, the benefits, the detriments of the 401k
00:30:36
tax advantage against the cost, the illiquidity of locking up their money until retirement age. And I have some
00:30:43
some articles that I I break down that math. And now that Felicia and her family have have some assets, they
00:30:49
should certainly revisit their estate plan if they had one in the first place. Talking with an estate planning
00:30:53
attorney, a CFP, financial planner, great places to start on that front. And then last, I think it's important to
00:30:58
point out, you know, Felicia seems to be doing a pretty good job of doing her homework, of right, of of figuring out,
00:31:04
of taking her time, of putting a plan together, of asking for help, especially with such large sums of money involved.
00:31:10
You don't want to rush into these kind of decisions. You also, in my opinion,
00:31:14
don't want to delay too long. You need to take your time. You need to do your
00:31:17
research, but then you need to execute a plan. And I think Felicia is doing a great job there, too. Here's a quick ad,
00:31:23
and then we'll get back to the show. Did you know my written blog, The Best Interest, was nominated for 2022
00:31:30
Personal Finance Blog of the Year, and it's been highlighted in the Wall Street
00:31:33
Journal, Yahoo Finance, and on CNBC. I love writing, especially when that writing is to share financial education,
00:31:40
and I usually write one or two articles per week. You can read them all at bestinterest.blog.
00:31:47
Again, the web address is bestinterest.blog. Check it out. But now without further
00:31:53
ado, I want to welcome Kellen Klein here onto the show. Again, Kellen's the co-founder of The Savvy Couple, a very
00:31:58
successful online personal finance brand. But today I I really want to focus with Kellen on some of the
00:32:04
interesting decisions, choices, plans, successes, and failures that went into not only starting his business, but
00:32:11
eventually leaving his old career entirely, going, you know, like like Hernand Cortez, uh when he landed in
00:32:17
Mexico, despite all the terrible things he did, burning the boats behind him and
00:32:21
just going whole hog into into this new venture. So, I think we have a lot of exciting and interesting things to learn
00:32:26
from Kellen. [Music] Kellen, thank you for being here today. And as I explained in your little bio
00:32:37
read just now, I mean, you've got a a really cool business that you started from scratch. And part of your business
00:32:43
model is helping others kind of pursue some similar things in their own lives. So, I'd love to start with this kind of
00:32:48
big question, which is, how do you think that entrepreneurship, running your own
00:32:52
business, can fit into someone's long-term wealth strategy? >> Great question. Thanks for having me on
00:32:58
the show, Jesse. Excited to talk money, personal finance, financial freedom. This is right up my alley. So, yeah, I
00:33:03
think just starting side hustles. I think my wife and I kind of realized with our nineto-ives is kind of dead
00:33:09
end. We were going to be able to kind of get that 3% raise every year, but we really wanted to make sure that we were
00:33:14
living the life that we wanted to. And the way to do that is to use leverage and get as much income coming in as
00:33:19
possible to cover our expenses, but not only cover our expenses, but have enough
00:33:23
that we can invest in the future, start early and often, and uh and really kind of just scale that gap between our
00:33:29
living expenses and what we're taking in each month. So, we're all about creating
00:33:33
as many additional income streams as possible and and and increasing income as much as possible as well.
00:33:38
>> You used a couple words there. One was leverage and one was scale. What do
00:33:42
those words specifically mean to you in in this entrepreneurial uh lens? >> So, with a 9to-5, and I'm sure a lot of
00:33:49
your listeners have nineto- fives, you're kind of limited on your scale because you're trading your time for
00:33:53
money, whether it's a salary or an hourly job. That's kind of what you're
00:33:56
going to make. Where as in business, it's really unlimited depending on the type of business you run because you can
00:34:01
leverage other people's time, you can leverage tools, you can leverage pricing
00:34:04
models, reoccurring revenue, all sorts of different things. So the nice thing about you know trying to reach financial
00:34:10
freedom quickly which was our goal is that you can you know when you break free from the 9 to5 and really get into
00:34:15
this world of entrepreneurship you see all the possibilities out there and you get to use that leverage and that
00:34:21
leverage helps you scale your hourly rate to a spot you know we were able to scale it like way higher than we ever
00:34:27
thought was even possible in our lifetime and really use that leverage to scale our income and scale our freedom.
00:34:32
>> I mean you you offered before we started recording you offered that you'd be
00:34:36
willing to share some numbers. I mean, let's talk about that hourly rate or just that power of scale and leverage a
00:34:40
little bit. I mean, do you mind sharing absolutely >> over what kind of timeline you guys have
00:34:44
been doing this and then where you were before you started and and where you are
00:34:49
now? >> Sure. So, I'll give a quick background. I was a jail deputy before we started
00:34:52
being entrepreneurs. Um, I I kind of did online business and drop shipping and just selling stuff on eBay all the time
00:34:59
when I was growing up. So, I always had the the H for entrepreneurship. went to school for business and finance and uh
00:35:05
anyways got into to the jail deputy role and really kind of fell into a deep depression and and realized I need to do
00:35:10
something more out of life. I need to be in control of my time. I I really value
00:35:13
my time like crazy. So from there I was making like 26 an hour. I think I could have topped out near 100k, you know, you
00:35:19
know, six figure job, but this would have been, you know, 25 years in the jail and it would have been miserable.
00:35:25
And I saw the writing on the wall with law enforcement. My my goal is to get to road patrol and I didn't want to do that
00:35:29
either because I wanted to be home with my family on nights and weekends and holidays and not miss things and not
00:35:34
have that stress of that that job. So, I went from 26 an hour down to 13 an hour
00:35:39
working as an office manager at Robert's Westland Christian College near us. And
00:35:44
uh kind of reinvented myself and found my identity again. And and then we launched our blog, the the Savvy Couple
00:35:49
in 2016. And I worked for basically 9 months not making any money. And I feel like a lot of entrepreneurs are willing
00:35:57
to do that. They're willing to lose money and work for free for an extended period of time because they know long
00:36:02
term it's going to pay off. I'm sure same thing with with your podcast here.
00:36:05
So took a huge dip and was making, you know, next to nothing and and realizing I'm going to start this business. We're
00:36:11
going to figure it out. I'm going to leverage, you know, my skill set and continue to de develop that. So anyways,
00:36:16
the ninth month I made $50 online. It was a light bulb that went off and I I went to Britney 2 weeks later and said,
00:36:21
"Brett, this is my chance. I can make it happen. Let me quit." And I wasn't
00:36:24
making much at the time anyways. So she's like, "Sure, please. I I'm tired
00:36:27
of you complaining about jobs." I quit my job pretty quickly after that and
00:36:31
then went full-time into freelancing and and running the business and scaled it.
00:36:35
The first year I think we made 50,000. The second year we made mult or we made six figures and then the the following
00:36:42
year we made multiple six figures and then my wife quit her job as a teacher to join me full-time. continue to really
00:36:50
develop the business and develop the blog and develop the traffic and the skill set and continue to invest in
00:36:56
ourselves, which I think is the best investment you can have in investing in your own self because it really helps
00:37:01
you scale your income and and just your ability to multiply your income through investing. But anyways, to get to the
00:37:07
numbers, I currently in our business make over $1,000 an hour, which is insane. I I really don't work too many
00:37:13
hours a day. Uh, I try to stick to like a 4-hour window and I do really productive, really high quality, high
00:37:21
EHR task, which is effective hourly rate, and really focus on CEO stuff and let our team kind of do the rest. And
00:37:27
it's been mind-blowing. >> It's a pretty pretty long journey from $13 an hour at Robert's Wesley in
00:37:33
college. But it is something I was thinking and one of the questions I sent to you beforehand is is you hear the
00:37:37
story, especially now that we're kind of midway through the story. I'm not going
00:37:41
to say you're at the end of the story, but you're midway through the story and
00:37:44
it is emotionally tempting to be like, "Oh, I want to do exactly that." And
00:37:48
when you found yourself working in the was it the county jail, the city jail, it was probably emotionally tempting to
00:37:53
be like, "I just want to get out of here." >> But how can a listener right now who
00:37:57
maybe wants to escape the 9 to5 or they just like the idea of entrepreneurship, how can they realistically start to
00:38:03
evaluate whether it's financially smart or not for them to follow your path? So
00:38:08
yeah, a lot of times, like you said, I'm so glad you asked this question. A lot
00:38:11
of times people hear these stories and be like, "Oh, I'm going to do it." And
00:38:13
then it's like they don't have any plan in place. They haven't gotten their
00:38:15
finances in order. They don't even talk to their spouse and get them on board,
00:38:18
which is probably the most important thing. So, first off, get excited, get motivated, get inspired, but also slow
00:38:24
down and let's create a plan. So, the thing that we did was we sat at a dinner
00:38:28
table, and I remember it so vividly cuz it was probably the most life-changing conversation we ever had in our
00:38:32
marriage. And I was like, "Brett, this is not working." Like we had this plan
00:38:35
that I was going to be a police officer, you're going to be a teacher. We were
00:38:38
going to have, you know, summers off and travel with our family together. I'm
00:38:41
miserable right now. Miserable. I need I need a change. So, how do we figure out
00:38:45
how to get more freedom in our life? And, you know, number one was figuring out what our vision look like together.
00:38:51
So, how much money do we do we need to be making? Does it need to be passive? How much cash flow needs to come in?
00:38:56
What do our expenses look like? How much debt do we still have? We still had student loan debt. So basically got
00:39:02
everything on the table and kind of created our dream life together and and really, you know, put it on pen to
00:39:07
paper. And it was huge to be able to visual visually see that together. And then we really dove into the budget.
00:39:13
Where are we spending our money that we don't need to be? It's kind of wasting
00:39:16
our hard-earned money, especially if I'm trying to quit. I want to, you know,
00:39:19
have our budget absolutely dialed bare minimum. And we suffered for at least 6 months like really trying to save and
00:39:24
pay off debt and just get a big nest egg for me to quit my job. So for about 6 months there was no eating out. There
00:39:31
was no going out to the bar. There was, you know, no going out to entertainment,
00:39:35
anything like this. And we were in our 20s, no kids. So we were just like, we're going to grind it out for 6
00:39:39
months. Pay off as much debt as possible. Grow this nest egg of I think we had like 40 or 50,000 at the time,
00:39:45
which is a really good nest egg for us. And you know, let me do this entrepreneur thing, entrepreneurship
00:39:50
thing for a full year. And that gave us kind of the window and the runway where I could dive into it full-time and not
00:39:56
be worried about finances. You know, we were living off Britney's teacher salary
00:39:59
at the time. So, we really took our budget down to one income, which was awesome. It allowed me to have the
00:40:04
freedom to explore different things and make good sound financial decisions and,
00:40:09
you know, decisions with investing in the business and where to scale and where to, you know, focus my time and
00:40:14
energy and not be so wrapped up in, oh my gosh, I got to make money right now. It kind of gave me that that freedom.
00:40:18
But yeah, align with your marriage, get a vision together, master your money, and get it, you know, your bare bones
00:40:23
budget. And then instead of just jumping into it full-time and being like, "Hey,
00:40:27
I'm quitting my job. I hate it." Sometimes that's necessary if you're
00:40:30
like really struggling. Like sometimes quitting your job is a must just for mental health. But there's always other
00:40:36
opportunities. I think the biggest thing is create the side hustle first. Like spend the extra time instead of Netflix
00:40:42
every night. You know, 4 hours of binging Netflix. like prove the concept whether it's an online business or
00:40:47
you're you know you're starting a pressure washing business you know one
00:40:49
of those boring businesses that cash flow really well whatever it may be like start it and prove that you can make
00:40:54
some money with it and then scale it to the point where hey if I actually put all my time and effort into this could
00:40:59
far outseed how much I'm making at my job and then that's the time you kind of
00:41:02
jump safely or you can do it like me and do it after you made 50 bucks. I I get from your point of view, you almost kind
00:41:08
of like burned the ships as they say, right? Like there's no going back. I I
00:41:12
suppose you always could have decided to stop and go back, but when you quit your
00:41:15
job and committed fully to this, you really decided to not go back. But yeah, that whole proof of concept thing, I
00:41:22
think, is really big. At the same time though, there's this, you know, if you
00:41:26
go down the proof of concept path, you're kind of leaving yourself a little wiggle room to to back out and make an
00:41:31
excuse for yourself. So, I don't know. Do you have any tips or tricks when it
00:41:34
comes to like, okay, maybe you don't want to take the huge risk of quitting your job right away, but at the same
00:41:40
time, if you're going to do this proof of concept, you still want to make sure
00:41:43
you do it well and you focus on the way that it can actually work out for you in
00:41:46
the long run, and you want to prevent your own ability to make excuses and quit early. So, I mean, any thoughts on
00:41:51
on that front? >> Yeah. Yeah, I think everyone's different. I was at the point where I
00:41:55
was six six jobs in after college and like every single one I came to this conclusion of like this is not for me. I
00:42:00
have to do something on my own. Plus, I'm pretty, we can talk about it. I'm
00:42:04
very riskaverse. Like, I realize we have one life and I am going all in on things. And like, if it works, great. If
00:42:09
not, I'll, you know, collect the pieces and build something else. I think it's
00:42:12
important to kind of lean into your personality and and yeah, go with what feels comfortable with you. And but
00:42:18
yeah, I think it's it is important to potentially have a plan B in place. The
00:42:23
the the worst thing you want to do is like go all in on something, it doesn't
00:42:26
work, and then you're homeless. Like, make sure you can keep food on the table
00:42:29
and a house over your head and then you're in good shape. Well, let's talk
00:42:32
about that risk aversion then because I on the one hand absolutely the idea of quitting your job after making 50 bucks
00:42:39
online sounds like a huge risk. It is a huge risk. It was a huge risk. But at the same time, you and Britney, right,
00:42:45
you you set aside this emergency fund. You planned out your monthly expenses. You built a safety net into this plan
00:42:50
that certainly derisked you. So, what are your thoughts just in general? I mean, owning your own business is such a
00:42:58
big risk. So what are your thoughts about risk in the business place in entrepreneurship? How to take these big
00:43:03
swings in the world of entrepreneurship while maybe maintaining some level of conservatism overall in your in your
00:43:09
finances. >> It's important to have kind of a blueprint. And looking back, we our
00:43:15
timing, we were really blessed with the timing of all this. You know, we had no kids, which I can't imagine, you know,
00:43:20
starting a business with a full-time job with kids. It's going to be that'd be
00:43:23
really hard. We have a lot of people that follow us that do that. But, you know, we had it super easy because we
00:43:28
could put all of our time and effort into that without kids. And then, you know, my wife just got her teaching job,
00:43:33
so she was getting paid pretty well. We had good health insurance. Like, the timing of it was absolutely perfect. So,
00:43:37
I think entrepreneurship, there's a lot to say about timing. You know, realizing
00:43:40
patterns and jumping on them when they arise. We derisked as much as possible by having, you know, our barebone
00:43:46
budget. And we knew my wife's salary could cover our living expenses. So, we're not going to lose the house. We're
00:43:52
going to always have food on the table. And worst case, I have to get another job that I hate. And then I do that for
00:43:56
6 months and try something else. It really comes down to money. Unfortunately, money makes the world go
00:44:01
around and money is the tool that gives you the freedom and gives you food on your table and a roof over your head and
00:44:05
a car to a drive-in. So, it's really being able to master your money and, you
00:44:10
know, know to the dollar on a budget where things are going and how much money you need coming in. And once you
00:44:16
can understand that and you can control your spending and your investing with kind of discipline, um the rest becomes
00:44:22
really easy. If you want to use leverage and get in entrepreneurship, you know, you got to take risks to earn more money
00:44:28
and and leverage and increas your income. But a lot of times entrepreneurship is not for everyone. I
00:44:34
used to have the mindset that like, oh my gosh, anyone can do entrepreneurship. Like I don't know why all my friends
00:44:37
aren't doing it. Like there's so many people around me that I see have skills
00:44:41
that could monetize them and and impact the world. But a lot of times I'd say
00:44:45
I'm a big proponent of 8020 rule. I think like 20% of people are really meant to be entrepreneurs and 80% love
00:44:51
the security of a 9 to5 and that's totally fine. I know so many friends that love their job and they get a ton
00:44:57
of fulfillment from it and it provides for their family and there's nothing wrong with that and they invest their
00:45:01
money smartly and they're going to retire and have an awesome retirement. But you know the people that that's not
00:45:06
for like myself that needs to have more control and more time freedom to kind of
00:45:09
set my own schedule and and spend time with the family, it's definitely worth
00:45:12
pursuing. >> Going back to the topic of risk and spending a little bit more. So, now that
00:45:17
you're on the again, you're in the middle of your story, I'm saying, and as
00:45:21
you said, you said your your effective hourly rate is is literally in the four figures, $1,000 an hour plus. So, my two
00:45:27
questions for you are one, have you loosened the purse strings on the budget a little bit since when you started? And
00:45:32
then two, in order to build more conservatism into your family, into your personal financial plan, do you find
00:45:38
yourself taking some of that very large income that you're receiving and diverting it into some sort of
00:45:44
diversified way or just into some sort of conservative backs stop to make sure that you know even if the business, you
00:45:50
know, sputters from here, you don't have to go back to being a prison guard.
00:45:54
>> Yes, the purse strings have definitely uh increased. It was I'm not sure if
00:45:58
it's having kid I mean, you have a child as well. Yeah, >> kids for some reason make you spend a
00:46:03
lot of money. They're not cheap. We definitely uh have seen our budget from when we first got married till now. Uh
00:46:10
probably 2x at least, just a bigger house, nicer cars, but we still live a very normal millionaire next door
00:46:16
lifestyle. Like we are not flashy in any way. We don't have Lambos or anything
00:46:19
like that. That's not what we're about. We're about time freedom and spending
00:46:23
time on the family and spending as much time together, quality time together. So, but yeah, as far as like eating out,
00:46:28
we definitely eat out more than we used to. I love the ability to not really look at pricing. If I want a steak, I'm
00:46:33
gonna get a nice stake. That's just kind of the luxury of making more money. And
00:46:36
we still have a budget that we stick to. We This was actually Mint closed down what, two years ago now?
00:46:42
>> Yeah, about that. Yeah, a year and a half. >> Yeah. We were huge, huge users of Mint.
00:46:46
Like loved them, used them from when we were in college up till, you know, living together and and getting married.
00:46:52
They closed down. I was like, let's, you know, we're making really good money.
00:46:54
Let's try not budgeting and see how that works. And for 6 months, we did that.
00:46:59
And I just kept looking at the credit card statements going up up up and I was like, "Wait a second. We need we this is
00:47:04
ridiculous." Like our name is literally the savvy cop. We need to get back on a
00:47:08
budget here and live the the life we're preaching here. So we reign things way
00:47:11
back in. And just getting on a budget, I think we were we took our spending down
00:47:15
like $3,000 a month, which is like wild and not too surprising, honestly. Without a budget, you know, your
00:47:21
spending goes crazy. So yes, the purse strings have definitely uh opened up, but we're definitely still smart with
00:47:27
our money and and make sure that we're spending it in the areas that bring us
00:47:30
the most happiness and joy in our life. And then as far as uh you talked about diversification,
00:47:35
>> yeah, diversification or conservatism or just building some cushion into your
00:47:38
life. >> We started the blog in 2016 and it kind of peaked about 2 years ago.
00:47:43
Unfortunately, you know, with AI and Google updates, our traffic has gotten hit quite a bit. So we've been kind of
00:47:49
pivoting since then. We started uh investing in real estate last year, taking the cash flow and the extra
00:47:54
income that we had with our two online brands and you know obviously we're maxing out our Roth IAS every year.
00:48:01
We're putting money into our SEP to continue to grow that as well. But on top of that, any income that we had, we
00:48:06
were putting towards real estate. So we found a partner that used to work at the
00:48:09
jail with me who's actually our class captain and went through the academy with me. He became a real estate agent
00:48:14
and was crushing it. And we went to a conference together, you know, invested in our own skill set and learned more
00:48:19
about real estate and got comfortable with what a partnership would look like. And we actually today, earlier at like
00:48:24
two or three or I'm sorry, it's three now. Earlier today, we closed on our
00:48:27
seventh long-term rental together. Super diversified. We're definitely, you know,
00:48:31
got tons of money in the stock market and we got a rental portfolio that's cash flowing really well and we're
00:48:36
getting all the benefits of real estate. So, and then on top of that, we're pivoting, going all in on AI with all of
00:48:41
our online businesses to continue to find growth. >> That's awesome. That's awesome. Staying
00:48:46
on the cutting edge. And speaking of that, just speaking of kind of always looking for the best use of your time or
00:48:52
the best use of your capital. Here's a quick ad and then we'll get back to the
00:48:56
show. I love getting your questions and some of you ask me questions about the wealth management firm I work for in
00:49:01
Rochester, New York. Others ask about the best interest blog and this podcast, Personal Finance for Long-Term
00:49:06
Investors, which operate without advertising, without pushy sales, and with no pay walls. How can the blog and
00:49:11
podcast stay afloat without me dumping my own money into it? Well, to answer both those questions, I want to point
00:49:16
you to episode 78 of Personal Finance for Long-Term Investors. I intentionally recorded episode 78 to shine light on
00:49:22
those topics and inform you how you are actually helping and can continue helping these projects carry forward.
00:49:28
So, if you've ever been curious about the business of my blog and podcast, or
00:49:31
if you're curious about my day job in wealth management, please check out episode 78 and let me know what you
00:49:36
think. Kind of pivoting back to the whole side hustle entrepreneurship, have you found that certain side hustles,
00:49:41
certain small businesses tend to have a better return on an investment, whether it's financial or time-wise? Again,
00:49:47
thinking back to our listeners who might have limited bandwidth and they only have time to pick one thing right now.
00:49:52
Is there some places that are just better uses of your time than others? >> Certainly. I I think, you know,
00:49:58
especially if you have limited time, you know, you're married, you have a full-time job, you have kids, I think
00:50:03
it's really important to look at stuff that has an high a high earnings per hour or something that you can scale.
00:50:10
So, you know, take for example Uber Eats or Door Dash. Those are like your F tier
00:50:16
side hustles that, you know, you're putting wear and tear on the car, you're
00:50:18
paying for gas, you're paying for insurance, and you're making at the end
00:50:21
of the day maybe 10 bucks an hour. Plus, you have to drive out there. So there's
00:50:25
time that you're not getting paid. So we've always been big proponents of
00:50:29
online side hustles. And the ability to put the kids to bed, hop on a computer for 2 hours, and make money or at least
00:50:36
learn the skills to make the money because online is open 24/7. So with the right systems and the right traffic
00:50:42
coming in, you can make money 24/7, 365. So whether you're on vacation, sleeping,
00:50:46
whatever it may be, you're not putting wear and tear in your car. It's super
00:50:49
flexible. You can work anywhere you want. You can even I mean don't say I said this, but you can even do some at
00:50:54
work if you have like an extra lunch break or you know you're doing a little
00:50:57
multitasking, you get a little work in on your side hustle. I definitely did that. Hopefully Ryan doesn't hear this.
00:51:01
I'm sure he knows. He's my old boss. But yeah, online income is definitely the
00:51:07
one that we always promote. And what does that look like? We're big proponents of affiliate marketing. So,
00:51:12
if someone's trying to get into making money online, the easiest by far way to
00:51:15
make money online, especially with cell phones now and Tik Tok and all that stuff is just affiliate marketing. So,
00:51:21
you're basically promoting and selling a product that you don't even own and you
00:51:25
just send people to a link. So, you create value, get them interested. Maybe it's a product on TikTok or a program
00:51:30
that you purchased about AI and you learned a lot from it and then you're going to promote it to others because
00:51:35
you got a lot of value in it. And then you get a kickback, a commission. And it's super easy because there's no
00:51:40
fulfillment. You're not, you know, returning orders. You're not uh handling
00:51:43
customer service. You're literally just creating content and getting a kickback
00:51:46
with commission. So, it's sales and marketing, which is super leverable. >> So, let's dive in a little bit more into
00:51:51
this online world because it's really it's the world of your and Britney's
00:51:54
expertise. I could see a listener sitting there right now cuz I certainly felt this way 6 years ago when I was
00:52:00
like, "Well, man, the internet is already saturated. There's so many creators. There are so many websites.
00:52:05
How am I going to break into this space?" And personally, at least one thing I think to myself is this term,
00:52:11
you know, there's riches in the niches. And every time out there I see someone
00:52:15
who their brand is, you know, I talk about personal finance for attorneys under the age of 30 who are still in law
00:52:22
school debt. I'm like, "Oh, that's a really nice niche cuz you're you're
00:52:25
speaking to a very specific audience." But then again, I mean, you're the
00:52:29
expert here. So, I'm curious to hear if you're breaking into this world in 2025,
00:52:34
where do you start and where do you focus? >> Yeah, it's true. the riches are in the
00:52:37
niches. That's something we've always struggled with. I don't know if it's my
00:52:40
ADHD and wanting to like solve all problems and like just capture everyone and not have that limiting mindset of
00:52:46
like I can only serve this person, but when you can serve that individual way better than serving everyone, that's
00:52:51
when you're going to make way more money. But to answer your question, I really love there's like it's a ven
00:52:56
diagram. It's got three different quadrants. One of them is the skills that you already have. So what skills
00:53:00
from work do you have, books that you've read, whatever experience, education?
00:53:05
What skills do you already have? What are you passionate about? Whether it's
00:53:08
personal finance, fitness, relationships, those are kind of the top three niches that people are going to
00:53:12
make money from. And then what are you already good at? So, what like comes natural to you? And for us, you know, we
00:53:18
kind of did that ven diagram and the middle led to personal finance. So, we originally started just teaching people
00:53:24
how to be savvy with their money, be really frugal with their budget, save, invest, and then it kind of switched to,
00:53:30
wow, we I actually been making money online since I was 13 years old. Like, I know this stuff. I know marketing. I
00:53:35
know sales. I know how to create content on a blog post that will kind of convert. So, we switched to like let's
00:53:41
teach people how to make more money. Cuz we realized in our life, it's great to
00:53:44
invest. It's great to save money, but you can only save so much and then your
00:53:48
life becomes miserable. And we got to that point a couple times in our kind of debt payoff journey. But we also
00:53:53
realized saving money is great and you want to do that and you want to be disciplined with your budget. But if you
00:53:57
can increase your income and have an extra th000, 2,000, $5,000 per month coming in, like that is monumental
00:54:03
compared to trying to save in your budget. So developing those skills and and making money off of those on kind of
00:54:08
those three quadrants and figuring out what niche to get into and then just get out your phone and start making content.
00:54:14
And an easy kind of another thing to do after you've kind of pick your niche is,
00:54:19
all right, what problems does that avatar have? So I'm going to pick a >> Yeah, when you say avatar, explain that.
00:54:24
I mean, I know exactly what you mean. What does that what does that mean? So, it's your ideal customer, ideal viewer
00:54:29
that's going to be viewing your content. So, we'll pick like a niche of like
00:54:33
30-year-old married men that have, you know, a newborn that are trying to stay in shape, you know, super niched. And
00:54:40
there's a lot of them that just they put on just as much weight as their wife
00:54:44
during marriage. I was one of them. I like I don't know why I stress eat, too.
00:54:47
Figuring out ways to all right, what problems do they have? Okay, they need to learn how to track their calories.
00:54:52
Maybe they don't h know how to get in the gym or they're not self-con they're
00:54:55
too self-conscious to get in the gym. They don't have a workout routine. Maybe
00:54:58
they think that it's going to take too much time. You know, list out all their
00:55:02
problems and then go to Chad GBT and literally say, "Okay, create me an A2B
00:55:07
map to transform this person's life and give me 20 different Instagram reels
00:55:11
that I can create." And then bingo, you're already off to the races. And
00:55:13
then you're just you're literally recording stuff that you already know about and you're an expert in.
00:55:17
>> I I love that idea. I think about that and I'll I'll open up the hood to
00:55:21
listeners. I mean, I think about the people who I want to speak to. I think about the problems that they're facing.
00:55:26
I think about people who I work with as clients at work. And in my mind, I have these avatars or ideal client profiles
00:55:32
that kind of there's a few different buckets of of people who I tend to help.
00:55:36
And there's a reason why I tend to focus my content on some of the more complex
00:55:40
ideas. I tend to focus my content maybe on more retirement focused ideas. I find
00:55:44
those interesting. It's that ven diagram that you were talking about, Kellen.
00:55:47
Yeah. I find it interesting. It's intellectually stimulating. I'm good at
00:55:50
explaining these ideas. It helps me at work. It helps me produce content, etc., etc., etc. And then whenever I'm
00:55:56
struggling for content ideas, I just think back to like, well, what are the problems that my listeners are facing?
00:56:02
There's a reason listeners why I ask you guys for AMA episodes. I mean, these
00:56:05
episodes, they're great. They're so much fun to put together, and it's nothing
00:56:08
but problems that you guys are telling me you're facing. And then boom, here
00:56:12
are the answers. So, it's just this really fun and kind of generous flywheel
00:56:17
of content that spins around and around. But back to you, Kellen. We haven't
00:56:20
talked about it quite yet. You've alluded to it once or twice, but going back to the whole niches things. You
00:56:24
started as a savvy couple kind of, right? This very kind of family focused. Any family in America could benefit from
00:56:30
that. Well, that's not very niche. But then I know Britney, your your wife, she
00:56:34
niched down into the savvy mama, which is a lot more focused on mothers and and from what I gather, kind of like younger
00:56:40
mothers, right? People, you know. So, how's that project been? >> Yeah, it's been good. We kind of took
00:56:45
what we did with the savvy couple with kind of running a blog and you know affiliate marketing and we knew the
00:56:50
writing on the wall of like eventually we're going to lose traffic from Google
00:56:53
from the savvy couple and affiliate marketing and we need to go more YouTube and we need to get reoccurring revenue
00:56:58
coming in cuz we don't want to our businesses to die if the traffic dies. We started the savvy mama and she helps
00:57:03
moms control the chaos in their life with meal planning, meal prep, budgeting, cleaning binders, all this
00:57:08
stuff that kind of gets them organized, gets them in a good routine and and gets
00:57:12
them to be the CEO of the house. And then on the back end of that, we had a salesunnel that was getting a lot of
00:57:17
traffic from the blog and from social media and paid ads. And then one day we we hired a a business coach and he was
00:57:24
like, "Well, why don't you guys just put a membership button on like one upsell
00:57:27
page?" So, you know, you're checking out and there's like an offer, a one time
00:57:30
offer that pops up. We're like, "Sure, we'll do that." We turn it on and like
00:57:33
within a week, we had like 15 people sign up and we were like, "Wait, wait,
00:57:36
wait, wait. Something something. We're on to something here." So, it's super
00:57:39
low ticket. It's like nine bucks a month, but she's got like 1,200 members
00:57:42
in it and it's just an awesome reoccurring revenue and it's super hands-off for her and you know, the moms
00:57:47
are getting tons of resources to help them within the house. So, it's been really good.
00:57:51
>> That's so cool. And yeah, I mean, I can allude to that. I think I see do you use
00:57:55
Kit as your email provider? >> I was going to say I I joined Kit a couple months ago. Kit's got so much
00:58:01
cool functionality. And this might be too much in the weeds for the average listener, but all I'll say is it allowed
00:58:06
me to experiment with some things including some white papers that I put together like helpful educational white
00:58:11
paper. Download this white paper. It's a lead magnet. People will end up subscribed to my email newsletter. And I
00:58:17
saw it kind of click and work and I was like, okay, I need to refine this and make it better and better and better and
00:58:22
better. When you see something like that in your business, kind of on your entrepreneurial journey, it's such a
00:58:27
unique feeling to like optimize and make it better and better. Speaking of the entrepreneurial journey, not everything
00:58:33
goes well. I wanted to ask you whether it's just the most common mistakes that
00:58:38
you've seen from others or and maybe this is two separate questions. I'd love
00:58:43
to know something that you and Britney really thought was going to work up front or something you thought about
00:58:48
entrepreneurship up front but that now you've completely changed your mind on.
00:58:52
So take that either direction you want or both, Kellen, but whether it's mistakes that you've made or just big
00:58:56
lessons that you've learned along the way. Yeah, I think the questions go hand
00:58:59
in hand. So, our biggest mistake is we kind of saw a ton of growth with blogging and like SEO and we got really
00:59:06
really good at it and had a team and was using AI and it was really scalable. We
00:59:10
could leverage it quite a bit. So, we at one point I think had four or five blogs. Some of them were brand new side
00:59:16
projects and then we kind of condensed them all into the two. And the problem that we ran into was just lack of focus.
00:59:25
Like I I was so scatterbrain on like okay this blog needs this, this blog needs this, this team needs this, this
00:59:30
system needs to come into play. So I think the biggest mistake that people make in entrepreneurship is shiny object
00:59:35
syndrome. A lot of people that start in entrepreneurship and start a business, they're very much like me and have ADHD
00:59:41
and they just see all these these cool things that we can do. you know, when we really buckled down and just focused on
00:59:47
the savvy couple and that was our one thing, that's when we saw exponential growth over time and really saw it blow
00:59:52
up and have that hockey stick kind of growth. So, I think it's being really really focused and setting up quarterly
00:59:59
goals where these are the three goals that we're going after and then break those down into like a couple KPIs.
01:00:05
you're getting over over people's heads for probably key performance indicators
01:00:08
and then yeah just breaking it down into like daily tasks that move the needle and just staying super hyperfocused on
01:00:14
on those things and not getting distracted. >> That's a great tip and that's a great
01:00:18
tip for just people in their financial plan too. I mean the number of times an investor now generally we we try to
01:00:24
avoid things like investing in individual stocks or you know chasing the hot stock this or that we you know
01:00:29
the long-term investor focuses on other things but I mean we've all heard the
01:00:33
story those kind of stories from investing of well I I heard from my bowling partner that I should be doing
01:00:37
this thing or I I saw a commercial for this business and I think I should invest in it and the investor who just
01:00:43
chases the shiny object almost always ends up worse off for it. >> I have a story on that. So, I did some
01:00:49
stock trading back in the day with Robin Hood, did some options trading, and I I'm a pretty emotional person, kind of
01:00:55
ride my emotions. So, getting into the weeds and like doing that and seeing the numbers go up is like exhilarating, but
01:01:01
then seeing it go down is like, oh my gosh, my life's going to end. So, I've
01:01:05
found and I by the numbers like the numbers stay say strictly like I should not I don't do any kind of individual
01:01:12
stocks investment anymore. I do super broad index funds and set it and forget it type of investing and in it for the
01:01:18
long haul on companies that I believe in and it's super diversified. So I I definitely recommend that approach when
01:01:23
it comes to investing. Obviously, you want maybe, you know, one to five percent where you're taking home runs
01:01:28
and on stuff that you truly believe in, whether it's, you know, Bitcoin or an
01:01:32
individual stock, individual company, a company you're starting. But overall,
01:01:36
uh, set it and forget it. And boring investing is the way to go 100%. And and the numbers show on my Robin Hood
01:01:42
account for sure. >> Yeah. No, that that is the way to to build that path towards financial
01:01:47
freedom. And and speaking of building freedom and freedom builders, I see the word freedom on your t-shirt and I
01:01:52
wanted to give you a chance. I know you guys are working on this freedom builders concept. Can you tell us a
01:01:57
little bit about this, Kellen? And then just to wrap it up, how can people reach
01:02:00
out to you and and and start following along? >> Yeah. So, we're on Instagram pretty
01:02:04
actively. We do daily stories and and post quite often. It's just the savvy couple. And yeah, we recently realized
01:02:10
that we don't we've always had people reaching out like how do we get one-on-one time with you or coaching
01:02:14
with you? And it's like we don't offer that. You know, our time's too precious
01:02:17
and and we just don't have the time to do that. But it's been more and more in
01:02:20
our hearts to kind of create this community of people that are wanting more out of life. They're wanting more
01:02:25
than a 9 to5. They're wanting to reach financial freedom quicker and have a game plan to do so. So, we are starting
01:02:30
a uh weight list for a community called Freedom Builders. And it's going to help
01:02:34
married couples basically get aligned with their or with their vision for their life and then master their money
01:02:40
and then come up with a blueprint to create income online and create additional streams of income whether
01:02:44
that's affiliate marketing using AI with local businesses, real estate, and we're
01:02:49
going to have weekly coaching and and just have this awesome community of freedom builders. So, that's kind of
01:02:53
what we're working on. >> That's awesome. Can we get a link? We'll
01:02:55
get a link to that and throw it in the show notes, but how how can people find it? We're putting together the weight
01:03:00
list now. It's like something brand new. So yeah, I'll give you the link after
01:03:03
this and and they can click it in the show notes. It'll most likely be thesavvy couple.comfreedombuilders
01:03:08
weight list. >> Awesome. Awesome. We will keep an eye out for that and include it in the show
01:03:12
notes. Well, hey Kellen Klein of the savvy couple and more and many different projects and sidehustles. Thanks for
01:03:17
joining us on Personal Finance for Long-Term Investors. >> Thanks so much. Appreciate it.
01:03:21
>> Thanks for tuning in to this episode of Personal Finance for Long-Term Investors. If you have a question for
01:03:27
Jesse to answer on a future episode, send him an email over at his blog, The Bestin Interest. His email address is
01:03:34
jessevebestinterest.blog. Again, that's jessevestinterest.blog. Did you enjoy the show? Subscribe, rate,
01:03:42
and review the podcast wherever you listen. This helps others find the show and invest in knowledge themselves. And
01:03:49
we really appreciate it. We'll catch you on the next episode of Personal Finance
01:03:53
for Long-Term Investors. Personal Finance for Long-Term Investors is a personal podcast meant for education and
01:03:59
entertainment. It should not be taken as financial advice and it's not prescriptive of your financial
01:04:04
situation.

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Episode Highlights

  • The Journey of Kellen Klein
    Kellen Klein transitioned from a jail deputy to a successful entrepreneur, sharing his unique story.
    “Kellen has a really unique story.”
    @ 01m 00s
    August 20, 2025
  • The Fork in the Road
    Exploring the choices we make and their lasting impact on our lives, inspired by Robert Frost.
    “A simple fork in the road can fundamentally change your life.”
    @ 10m 36s
    August 20, 2025
  • The Slow FI Path
    Transitioning from a race to early retirement to enjoying the present.
    “I'm no longer racing to an early retirement.”
    @ 17m 15s
    August 20, 2025
  • Navigating a $600,000 Inheritance
    Advice for handling a significant inheritance and the associated fears.
    “This inheritance is an opportunity for good, for flexibility.”
    @ 23m 15s
    August 20, 2025
  • Financial Planning for Inheritance
    Building a financial plan that includes debt payoff and home purchase.
    “With great inheritance comes great responsibility.”
    @ 24m 08s
    August 20, 2025
  • The Power of Leverage
    Discover how leveraging time and resources can lead to financial freedom and unlimited possibilities in business.
    “You can leverage other people's time, tools, and pricing models.”
    @ 34m 01s
    August 20, 2025
  • From Jail Deputy to Entrepreneur
    A former jail deputy shares his journey from a stable job to entrepreneurship, emphasizing the importance of control over one's time and finances.
    “I need to be in control of my time.”
    @ 35m 11s
    August 20, 2025
  • Building a Financial Safety Net
    Learn how creating a budget and saving can provide the freedom to pursue entrepreneurship without financial stress.
    “We took our budget down to one income, which was awesome.”
    @ 40m 02s
    August 20, 2025
  • Risk and Entrepreneurship
    Navigating the risks of entrepreneurship while maintaining financial security is essential for success.
    “It's important to have kind of a blueprint.”
    @ 43m 12s
    August 20, 2025
  • The Power of Online Income
    We discuss the flexibility and potential of online side hustles compared to traditional jobs.
    “Online income is definitely the one that we always promote.”
    @ 51m 07s
    August 20, 2025
  • Mistakes in Entrepreneurship
    Kellen shares key lessons learned from their entrepreneurial journey, emphasizing focus and avoiding distractions.
    “The biggest mistake is shiny object syndrome.”
    @ 59m 33s
    August 20, 2025
  • Introducing Freedom Builders
    A new community aimed at helping couples achieve financial freedom and master their money.
    “We’re starting a community called Freedom Builders.”
    @ 01h 02m 33s
    August 20, 2025

Episode Quotes

  • Overspending is typically tied to some sort of search for contentment.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114
  • I'm no longer racing to an early retirement.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114
  • With great inheritance comes great responsibility.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114
  • This is my chance. I can make it happen.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114
  • You can make money 24/7, 365.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114
  • Something, something. We’re on to something here.
    The Risks and Rewards of Quitting Your Career | Kelan Kline - E114

Key Moments

  • Financial Flexibility Discussion04:28
  • Investment Strategy28:32
  • Planning Execution31:19
  • Financial Freedom34:10
  • Entrepreneurial Awakening35:11
  • Online Hustles51:07
  • Show Notes Link1:03:04
  • Closing Remarks1:03:20

Tension Over Time

Words per Minute Over Time

Vibes Breakdown