4.8 โข 872 Ratings
๐๏ธ 3 November 2025
โฑ๏ธ 41 minutes
๐๏ธ Recording | iTunes | RSS
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In this episode, we sit down with Mike Milligan, CFPยฎ, author, and founder of One Oak Financial โ a nationwide planning firm based out of Norfolk, Virginia. Mike shares how he built his $3.9 million net worth through a combination of real estate, private placement deals, his financial planning firm, and strategic Roth IRA conversion planning โ all while now living part-time as a Puerto Rico resident to optimize his tax strategy.
Mike goes deep into the misunderstood world of Roths, explains how to think about taxes over your entire lifetime (not just this year), and reveals why so many wealthy people quietly invest outside the public markets. He also shares his perspective on life design โ from traveling to 60+ countries, to eating Michelin-star meals, to buying $1,300 Louis Vuitton sneakers while still rocking $30 Wrangler jeans.
Before becoming a CFPโฆ Mike delivered pizzas at Little Caesars in college. Now he's appearing on CNBC and Fox Business โ and helping people build one-of-a-kind financial plans for one-of-a-kind lives.
This episode blends tactical tax strategy, lifestyle design, and a philosophy for actually using your money while you're alive.
Mike's net worth is $3.9 million, with more than one-third in real estate
He believes the Roth is the most flexible, durable tax tool available
He uses Puerto Rico residency to convert at lower tax brackets
Wealth is built fastest via business and private deals, not just public markets
He automates investments and keeps cash to buy assets "on sale"
Money is a tool to create experiences, not the end goal
Travel is one of his core pillars โ he's visited 63+ countries
He values independence + creativity over corporate systems
Childhood lesson: count every penny
Best career hack: learn from people already living the life you want
"I delivered pizzas."
"I wear Wrangler jeans and Louis Vuitton shoes."
"A Roth is just a tax strategy โ the investments are unlimited."
"We want to spend our money, not just accumulate it."
"Most CPAs plan taxes for this year โ not your lifetime."
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| 0:00.0 | We have goals to actually spend our money during our life. |
| 0:04.2 | We want to touch all seven continents with significant amount of time, not just like being |
| 0:09.7 | Antarctica for like 12 hours. |
| 0:11.3 | We want to be there. |
| 0:12.8 | We want to see as much of Europe and Africa as we can. |
| 0:16.2 | We've already been to five countries in South America. |
| 0:18.9 | So we want to travel and go spend our money. |
| 0:21.6 | Welcome millionaires and future millionaires. You're listening to the Millionaires Unveiled |
| 0:26.6 | podcast, the show where you'll hear the stories and interviews of everyday millionaires |
| 0:31.0 | will unveil their decisions, their strategies, and their portfolio allocation. |
| 0:36.4 | Now to your host, Jace Mattson. |
| 0:41.9 | Welcome back to another episode of the Millions and Velt podcast. |
| 0:44.6 | This is episode number 431. |
| 0:47.1 | This is the podcast where everyday millionaires spill the beans on their stacks of green. |
| 0:51.9 | We're your host, Jason Stacey, ready to bring you the unscripted tales of wealth, warts, and all, because who needs a script when you're rolling in dough? Join us as we dive into the net worths and asset allocations of regular folks turn financial titans. It's like cribs, but with fewer gold-plated toilets and more practical advice. We promise the only rare edits are to be kid-friendly, so you won't hear any naughty language, just lots of chiching, and maybe a sprinkle of do me. So buckle up, tighten those purse strings, and get ready to laugh and learn with Millionaires Unveiled. Got a great episode today for you. But before we get into that, if you'd like to be on the show, send us an millioners inval that gmail.com we're always looking for new great entertaining guests willing to share |
| 1:31.3 | their stories pretty soon we're going to have to start calling us some more professions uh i feel like |
| 1:36.7 | we almost had a professional athlete on we definitely need to get one on soon especially on the hills |
| 1:41.5 | of the most amazing world series i've ever witnessed it, I think. |
| 1:48.1 | I'm not a huge baseball fan. I really get into it kind of around the playoffs and World Series, |
| 1:52.7 | but man, this one had me on the edge of my seat almost every single pitch. So crazy, crazy, |
| 1:59.0 | crazy finish. So would be cool to have a professional athlete on we've got you know |
| 2:04.8 | this is kind of the time of the year where all the major sports at least in north america |
... |
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