Andy Hill hit a million-dollar net worth — and the first thing he did was sell part of his brokerage account and buy a Ford Mustang. It's the kind of decision that makes more sense once you understand how he got there.
The host of the “Marriage Kids and Money” podcast and the author of Own Your Time, Hill grew up in Michigan learning early lessons about saving, investing, and building wealth. Guided by a mother who emphasized frugality and a father who built a career from the ground up, he developed a strong financial foundation — even as investing mistakes and market swings tested his path to financial independence.
Chris Hill (no relation) talks with Andy about:
- Buying a house at 22 with money he'd saved and invested — and why breaking even a decade later still stings
- Falling in and out of love with investing, from tech mutual funds to a WWF stock purchase he'd rather forget
- What he and his wife got wrong about money early in their marriage — and how 16 years later they're still figuring it out
- The one investing move he wishes he'd made earlier — and why it requires almost no skill to pull off

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Opening clip – “Grand Canyon”

Getting burned on a bad investment early in life can do one of two things: swear you off investing forever, or teach you exactly what kind of investor you want to become. For Laura Adams, it did the latter.
Host of the Money Girl podcast — one of the longest-running personal finance podcasts in the world, with more than 1,000 episodes — Adams grew up in Charleston, SC, in a household where money was never discussed. That silence may be exactly why she became obsessed with it. Her earliest money memory involves sorting coins into paper wrappers for her father's business. Her first checking account came at age 12, when she begged her mother for one just so she could balance it.
Chris Hill talks with Laura about:
- How falling for a Ponzi scheme in her twenties turned her into a committed index investor who doesn't look back
- Buying a struggling flooring business with her husband knowing nothing about flooring — and selling it four years later at a profit
- The 2-year plan she and her husband made to eliminate their credit card debt as newlyweds, and why paying it off felt better than she expected
- Why the money rules that help you build wealth can actually work against you when it's time to spend it
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Opening clip - "Succession"

The best job is one you love. The second best? One you hate.
Organizational psychologist Alison Fragale learned this the hard way — trading a McKinsey consulting career she couldn't stand for a Stanford PhD and a calling she never would have found otherwise.
A professor at UNC Kenan-Flagler Business School and author of the bestseller Likeable Badass, Fragale grew up in Pittsburgh shaped by a father who made sure his daughter never had to think twice about what she put in the grocery cart. That early imprint on money followed her through Dartmouth, into consulting, and eventually into a career spent studying how people earn power, status, and influence.
She talks with Chris Hill about:
- Why the people most stuck in their careers are neither miserable nor happy — and what to do about it
- A financial concept she didn't encounter until her late thirties that completely changed how she thinks about giving
- Why she bought the car she'd wanted for decades, immediately regretted it, and refuses to get rid of it anyway
- The one habit she believes is both the most generous thing you can do for others AND the most strategic thing you can do for yourself
Check out Alison's book Likeable Badass at alisonfragale.com.
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Opening clip – “Heist”