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71. What If Success Is The Unmeasurable Part?

Studio Sessions

Studio Sessions
71. What If Success Is The Unmeasurable Part?
Apr 28, 2026 Season 3 Episode 18
Matthew O'Brien, Alex Carter

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We open with a 93-year-old woman who ran an oil pump valve repair business and a boutique until she was nearly 100, and what her life says about the post-WWII metrics we've organized our sense of security around — the 401k, the house, the college fund, the car in the driveway. We dig into EM Forster's observation that the novel is sogged with humanity, and what happens to a life when the humanity gets exercised out of it in favor of the spreadsheet.

That leads us to a visit with a former fighter pilot and lawyer in Plattsmouth — a man with signed baseballs, original paintings, a wall of 14,000-foot summits, and no visitors. We talk about legacy anxiety, what it means when your life's work has nowhere to go, and why the things that actually give this sliver of time any quality are exactly the things that resist being measured. We end somewhere near the question AI keeps raising: why are you doing this in the first place, and what happens if the answer isn't good? -Ai

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Links To Everything: 

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