👉 He Built a Multi-Million Dollar Business… But Wasn’t Happy - Dylan Carpenter episode artwork

EPISODE · Mar 28, 2026 · 2H 23M

👉 He Built a Multi-Million Dollar Business… But Wasn’t Happy - Dylan Carpenter

from David's Saturday Night Sit Back (DSNSB) · host David AuClair

Send us Fan MailDylan Carpenter returns to DSNSB—and this time, the conversation goes deeper.When he first came on the show, one moment stood out: when asked if he was happy, he paused… and said, “I don’t think so.”Two years later, a lot has changed.From business growth and major life transitions to relationships, therapy, and redefining what actually matters, this episode explores the gap between external success and internal fulfillment.We talk about: Why success doesn’t equal happiness  What changed in Dylan’s life over the past two years  Dating, relationships, and modern expectations  Social media and the pressure it creates  Making unconventional life decisions  And what it really means to build a life you’re proud of If you’ve ever questioned your path—or felt like you’re chasing something you’re not sure you even want—this conversation is for you.Support the showhttps://www.dsnsb.com/

Send us Fan Mail Dylan Carpenter returns to DSNSB—and this time, the conversation goes deeper. When he first came on the show, one moment stood out: when asked if he was happy, he paused… and said, “I don’t think so.” Two years later, a lot has changed. From business growth and major life transitions to relationships, therapy, and redefining what actually matters, this episode explores the gap between external success and internal fulfillment. We talk about: Why success doesn’t equal ha...

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👉 He Built a Multi-Million Dollar Business… But Wasn’t Happy - Dylan Carpenter

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This episode is 2 hours and 23 minutes long.

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This episode was published on March 28, 2026.

What is this episode about?

Send us Fan MailDylan Carpenter returns to DSNSB—and this time, the conversation goes deeper.When he first came on the show, one moment stood out: when asked if he was happy, he paused… and said, “I don’t think so.”Two years later, a lot has...

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