Midlife Circus: Gen X Reinvention
About the show
Latest episodes
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10 Things We Got Completely Wrong About Midlife
October 7, 2026 · 49 minMessage the Show When Rob and Brent were 25, they were sure they'd have it all sorted by 50: the body, the diet, the friends, the whole point of it. This episode is a Letterman-style countdown of ten things they got completely wrong, from…
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We Set 5 Big Summer Goals, Only Some Survived
September 2, 2026 · 59 minMessage the Show Three months ago, with plenty of open time ahead of them, Rob and Brent gave themselves five challenges for the summer, one for each ring of the Midlife Circus: finances, relationships, health, purpose, and adventure. This…
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Losing a Parent: Sudden Loss and the Long Goodbye
August 19, 2026 · 60 minMessage the Show Somewhere in midlife, losing a parent stops being a distant idea and starts happening to people around you. It's one of the few certainties waiting for everyone, and it rarely arrives the way you expect. This episode sits…
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Sudden Money: How a Windfall Changes You and Everyone Around You
August 5, 2026 · 48 minMessage the Show At some point in midlife a financial windfall may show up: a business sale, an inheritance, a severance package, a bonus bigger than expected. Rob and Brent walk through what actually happens next, using the five rings of…
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Navigating Health Scares in Midlife: The Visible and the Invisible
July 22, 2026 · 1 hr 4 minMessage the Show Health scares in midlife come in two forms: the visible ones you feel, like a back that goes out and won't recover, and the invisible ones you can't, like a cholesterol number that flags a problem you'd never have noticed…
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Connection, Health, and Renewal: A Midlife Adventure in Costa Rica
July 8, 2026 · 41 minMessage the Show This one is a field trip. Brent and Rob recorded it on location at Surf Synergy, a surf camp in Jacó, Costa Rica, where they brought their own families along with a group of friends and theirs, ages ranging from 3 to 55…
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The Stuff We Keep: Why Letting Go in Midlife Creates Room for What's Next
June 24, 2026 · 1 hr 2 minMessage the Show Rob and Brent each did a room-by-room walkthrough of their own houses and came back with the evidence: a 90-year-old silk top hat, a custom motorcycle jacket from the Harley days, a bin of coaxial cables, gold-toed bowling…
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Acceptance as Strength: Recovery and Rebuilding with Musician Ezra Vancil
June 10, 2026 · 1 hr 14 minMessage the Show Ezra Vancil got signed to a music label as a teenager and spent the years that followed living the life of a rock star. By 21 his label had dropped him with no plan B, and the next two decades were a collapse into…