Money Unplugged with Chris Hill

Hannah Cole grew up watching her father, a successful architect, call family meetings at the dinner table whenever the economy turned. Belt-tightening conversations. No explanation of how bad things actually were. Just anxiety, and a dad in a bad mood.
Cole spent her early career as far from the world of money as she could get — a master's degree in painting from Boston University and years as a working artist in New York City. Then reality intervened. And when she finally sat down with an accountant for the first time, he opened the meeting by asking, "So when are you gonna get a real job?"
That question changed everything.
Today she's a tax expert, the founder of Sunlight Tax, financial education firm built specifically for creative people, and the author of Taxes For Humans.
She talks with Chris Hill about:
- Why the feast-or-famine reality of artist life turns out to be one of the best teachers of financial discipline
- The two competing messages she received growing up about money and passion
- What it actually means to make peace with money
- How reality TV can be a counterintuitive teacher of good money habits
What's the last thing you splurged on? Tell us at [email protected].
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Opening clip – “The Big Short”

Joseph Moore grew up in rural South Carolina, the son of an electrician who worked during the day and went to school at night. Money wasn't discussed in his house (there wasn't enough of it to make conversation).
Today, Moore is a historian and author of the national bestseller How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t) who achieved financial freedom in his mid-40s. But the path there was anything but straight: a detour through seminary, a near-financial disaster in 2008, and a decade spent asking the question that would define his career — where does our financial advice actually come from?
Chris Hill talks with him about:
- The $56.56 mortgage payment that haunted his grandfather and shaped Moore's relationship with debt
- Why developing a "peasant mentality" about money is not all bad
- How marriage, more than almost anything else, predicts financial success
- What the animated movie Ratatouille gets right about wealth and talent
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What's your favorite movie or TV series about money? Tell us at [email protected].
Opening clip – “Fiddler On The Roof”

For nearly two decades, Marc Goldman was the voice of the Marine Corps Marathon — running marketing, communications, and sponsorships for one of the most prestigious road races in America. Five years ago, he walked away from that stability to launch Event Voice, his own announcing and event strategy business.
In this conversation, Marc and Chris Hill explore:
- Why the pandemic became the catalyst for a career leap Marc had been quietly building toward for years
- How he thought through the financial reality of trading a steady paycheck for the uncertainty of solo entrepreneurship
- A money philosophy he and his wife established on their 1st date
- The way "Die With Zero" by Bill Perkins changed how he thinks about saving, spending, and the purpose of money
- What it's like to announce the Berkshire Hathaway 5K in Omaha, where runners arrive from every corner of the world united by their faith in Warren Buffett
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What is the last thing you splurged on? Tell us at [email protected].
Opening clip – “Ocean’s Eleven”

Ben Carlson has a simple philosophy when it comes to money — and life: less is more. He writes it in every book he signs. It sounds obvious, but most people never actually live it.
He’s the co-host of Animal Spirits and author of the brand-new book, Risk and Reward: How to Handle Market Volatility and Build Long-Term Wealth.
Chris Hill talks with Ben about:
- The lesson his late brother Jon taught him about risk and money
- Growing up in Michigan with frugal parents and a dad whose only financial advice was "never carry a credit card balance"
- What it was like to sit in the room during the 2008 financial crisis and watch the smartest people he'd ever met choose fear over opportunity
- Why he gave his wife a PowerPoint presentation about investing before they got married — and how far she let him get
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What is the last thing you splurged on? Tell us at [email protected].
Opening clip – “Mad Men”

Dan Caplinger has spent most of his career helping people understand money — first as a tax and estate planning attorney, then as a longtime writer at The Motley Fool. But the financial lessons that shaped him most started long before any of that: skipping school lunch to save a few dollars, counting coin rolls with his mom, and learning the hard way that a $60 Pac-Man game isn't what a nine-year-old thinks it is.
Chris Hill talks with Dan about:
- What the billable-hours model of law firms taught him about misaligned incentives
- How he and his wife structured their finances before getting married
- One change he would make to the US tax code
- The money lesson he wishes he'd learned at 19
Discover Mar Mar, the chili garlic flavor that goes on everything. Go to ilovemarmar.com and use the promo code “MONEY” for 10% off.
What's your favorite movie or TV series about money? Tell us at [email protected].
Opening clip – “Wall Street”