In this episode of Failures, Rich and Justin break down the bad habits that nearly ruined their 20s — and could still be holding a lot of young men back today.

From rushing into adulthood, chasing validation, and making love your identity, to procrastinating on money problems, ignoring painful truths, and tying your self-worth to the wrong people, this is a raw conversation about the habits that quietly follow you from your 20s into your 30s. Through personal stories about debt, heartbreak, identity, smoking, bad decisions, and learning the hard way, Rich and Justin unpack what they wish they would’ve fixed earlier — and what younger men can still change now.

This episode is for anyone who feels like they’re working hard but still stuck, repeating the same patterns, or realizing that the way they’ve been living is starting to catch up with them. Sometimes the biggest danger in your 20s isn’t one huge mistake — it’s the small habits you keep avoiding until they become your reality. 

Failures Podcast  2026
We're not gods. We're not gurus.
Just two men in our 30s sharing what we’ve learned the hard way so you don’t have to.

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