Past Due with Ana Marie Cox and Open Mike Eagle
Ana Marie Cox and Open Mike Eagle explore what it takes to survive as a creative today. From juggling side gigs to redefining success, we dive into the real stories behind making a living when one job just isn’t enough
Episodes
August 12, 2026 • 51 mins
Journalist and podcast host Sam Sanders joins us to talk about what happens when the thing you thought you wanted turns out to be too small. We get into the emotional and financial cost of walking away, what it means to do it yourself in a collapsing industry, and how to balance ambition with reality.
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August 5, 2026 • 65 mins
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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July 29, 2026 • 39 mins
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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July 22, 2026 • 54 mins
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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July 15, 2026 • 54 mins
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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July 8, 2026 • 62 mins
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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July 1, 2026 • 51 mins
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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June 24, 2026 • 61 mins
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.
Hear the bonus version at http://patreon.com/pastdue
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June 17, 2026 • 65 mins
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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June 10, 2026 • 57 mins
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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Journalist Gillian Brockell spent a decade at the Washington Post, took a buyout thinking she'd be back in two years, and watched the place fall apart from the outside. She joins us to talk about what it actually cost to leave, why the buyout money wasn't Bezos being generous, what happened when she filed a major Emmett Till story and the new editors tried to make the bad guy look less bad, and how she ended up becoming what may be...
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May 27, 2026 • 59 mins
Technologist, writer, and self-described "big fan of being a big fan" Anil Dash joins us to talk about what it looks like to spend 25 years watching tech eat everything from journalism to musict to blogging, and now the jobs of the people who built it. We get into 750,000 tech layoffs and counting, why the "learn to code" safety net is gone, and what happens to the creative economy when the partner who was supposed to be funding th...
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May 20, 2026 • 51 mins
Olivia Messer, journalist, novelist, and editor-in-chief of The Barbed Wire, joins us to talk about what it actually looks like to run an independent Texas newsroom. We get into why virality and revenue have essentially no relationship to each other, what she learned sitting on the management side of a union negotiation for the first time, and what happens to your own creativity when every single day is a budget meeting.
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May 13, 2026 • 65 mins
W. Kamau Bell, Emmy and Peabody Award-winning comedian and filmmaker, joins us to talk about what it actually looks like when the industry that rewarded you for doing the right thing quietly decides it's done doing that. We get into the real math of basic cable money, and what happens to a career built on diversity and inclusion when DEI becomes a liability. Three kids. Nine jobs. Every dollar, he has to go grab. Still making his o...
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May 6, 2026 • 46 mins
Los Angeles-based photographer Kim Newmoney has shot for HBO, Showtime, Vogue, and Comedy Central. We get into what it actually takes to build a freelance photography career from the ground up, how a nail salon a 600,000 chickens play a role, and what all of it taught her about how to walk onto any set and make anyone comfortable in front of a lens.
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April 29, 2026 • 46 mins
To celebrate one year of Past Due, Ana and Mike look back at the conversations that changed them — featuring Baron Vaughn, Ian Danskin, and Mary Robinette Kowal — and wrestle with what it means to make work that matters in an economy that keeps moving the goalposts. (Part 2 of 2)
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April 22, 2026 • 59 mins
To celebrate one year of Past Due, Ana and Mike look back at the conversations that changed them — featuring Paul F. Tompkins, Siri Doll, and Rhett Miller — and wrestle with what it means to make work that matters in an economy that keeps moving the goalposts. (Part 1 of 2)
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April 15, 2026 • 68 mins
Comedian Chris Gethard joins us to talk about walking away from the version of success he spent years chasing, and why that might be the reason he's still standing. We get into the grief of giving up the big dream, the joy of making weird stuff for the people who get it, and the radical act of building a career that actually fits your life.
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April 8, 2026 • 52 mins
Adam Gurri, co-founder and editor-in-chief of Liberal Currents, joins us to talk about eight years of building a publication nobody paid him to make, and what happened when the world finally caught up. We get into how you raise half a million dollars from a community you built on trust, what it actually costs to pay yourself in New York City without betraying your principles, and why the most important job in journalism right now m...
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April 1, 2026 • 69 mins
Comedian and speechwriter Chandler Dean joins us to talk about building a streaming show without burning down his career to do it. We get into why keeping a day job might be the most radical creative decision you can make, how Abolish Everything went from a monthly live show to the Nebula's most-watched new series, and why deadline-based work is secretly a gift.
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