2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Snapshot · 2 Bears, 1 Cave with Tom Segura & Bert Kreischer

Fat Tommy Vs Skinny Tom | 2 Bears, 1 Cave

Explore episode Jul 27, 2026

Where this was said

Bert's Midlife Crisis Theory

At 47:23 · chapter starts 46:12

The midlife crisis YouTube video reveals that the phenomenon barely existed before World War II, when most people died in their 40s and 50s before ever reaching a reflective plateau. US divorce rates exploded from roughly 7,000 to 80,000 after the war as longer lifespans brought the question: is today better than yesterday? Bert runs the question on himself and Tom — tracing happiness from early stand-up through each career milestone — and concludes he got lucky: he achieved his dreams between 44 and 53, working through what should have been his crisis. But when he poses the same question to LeeAnn, the answer is striking: she said she was happiest raising the girls when they were at home. Everything since has been an attempt to recapture that feeling. Bert says he wanted to respond 'let's adopt some kids' but instead pivoted to the five-apartments idea. Tom draws the chapter's sharpest distinction: there is a difference between being happy and being content, and he detests mere contentment.

Society & Culture
The Midlife Crisis YouTube Video

Fat Tommy Vs Skinny Tom | 2 Bears, 1 Cave · Jul 27, 2026 Society & Culture

Midlife crises are a post-WWII invention: people only started having them once they began living past 50. Divorce exploded from roughly 7,000 to 80,000 in the US after the war. Bert says he got lucky — he achieved his dreams right when his midlife crisis should have hit, at age 44–53, and unknowingly worked through it.

Society & Culture
Happy vs. Content

Fat Tommy Vs Skinny Tom | 2 Bears, 1 Cave · Jul 27, 2026 Society & Culture

Bert Kreischer draws a hard line between happiness and contentment. He wants indulgence, exuberance, and joy. Contentment, to him, is a failure state. The unexpected confession: sobriety sometimes leaves him merely content, which is his biggest problem with it.

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Private adoption costs $40,000–$70,000

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Private domestic infant and international adoptions typically cost $40,000 to $70,000, while foster care adoption is the most affordable route at $0 to $2,000.