Jamie Feldman and Rachel Webster, the duo behind the award-winning podcast Debt Heads, join us to talk about the 1978 Supreme Court decision that quietly eliminated interest rate caps and created the modern credit card crisis, why shame is the most profitable tool the financial industry has, and why the answer to "how did we all end up here" is never as personal as we've been told.

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Mike's running at full speed with no room to breathe, Ana's navigating the gap between making art and making rent, and together they unpack why showing up, week after week, broke or not, might be the only honest answer left.

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Writer and author Rainesford Stauffer joins us to talk about what happens when you've spent your whole life working your way into worthiness and it still doesn't feel like enough. We get into the real economics of freelancing plus nonprofit work plus mentoring student journalists in Kentucky, what OCD has to do with financial anxiety, and what she actually tells young people entering the worst job market of their lifetimes. 

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Comedian Adam Conover joins us to unpack the real costs of the so-called "creator economy" from algorithmic gatekeeping to the crumbling of stable creative jobs.

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Alex Goldman, co-creator of Reply All and current host of Hyperfixed joins us to talk about what it actually looks like to start over. We get into 18 months of floundering and how he ended up funding Hyperfixed with a $200,000 loan he's still paying back.

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Actor, comedian, and podcaster Connor Ratliff joins us to talk about building a creative life out of the parts you can actually control. We get into SAG insurance that resets every year and what it actually means to lose a Spielberg role and feel genuinely okay about it.

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Stand-up comedian Jackie Kashian joins us to talk about 40 years on the road and what it actually takes to stay in love with a job that never stops moving. We get into the real math of touring across four decades, why a 20-year-old podcast might be her smartest business decision yet, and what it costs to keep choosing the road over almost everything else.

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Mike Draper, founder of Raygun, the greatest store in the universe, joins us to talk about what it costs to stay in control of something for 21 years. We get into the real math of brick-and-mortar retail, the night he was $800,000 underwater with a hospitalized wife and a newborn at home, and what it actually means to build a business around "enough."

Plus, a bonus conversation at http://patreon.com/pastdue

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Musician and writer Rhett Miller joins us to talk about staying creative in an industry that keeps changing. From fronting the Old 97’s to writing children’s books, Rhett opens up about the financial rollercoaster of life on the road, the loneliness of independence, and the challenge of keeping faith in your work when the world stops clapping.

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