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The Other Side of Enough
You spent years building—your business, your wealth, your reputation. You did what most people only dream of.
And then… it happened.
You hit your number. You got the house. The freedom. The status.
But instead of pure satisfaction, there’s this nagging question you didn’t expect:
Now what?
Welcome to The Other Side of Enough—a podcast for high-achievers who’ve made it, but aren’t done yet. Hosted by entrepreneur and investor Drew Haney, this show explores the unspoken side of success: fulfillment, identity, and purpose after the grind.
Podcasting since 2025 • 23 episodes
The Other Side of Enough
Latest Episodes
Clint Turner on Obsession, Burnout, and Building Beyond Millions
You can flip phones at 14, land at 21, and close million-dollar deals before 30—and still wonder if it’s enough.In this conversation, Clint Turner shares how his obsession with deals took him from iPhones in a school cafeteria to ...
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Season 1
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Episode 23
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1:20:41
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From Peru to Profit: Jason Wollbrink on Faith, Marriage, and Enough
What if the life you built wasn’t the life that built you?Jason Wollbrink left the Midwest to plant churches in Peru—only to discover that success isn’t about the house you flip or the money you make, but the presence you bring to...
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Season 1
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Episode 22
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1:16:11
ADUs, Airplanes, and the Weight of What’s Next with Alan Underwood
What happens when selling cars turns into building communities—and facing yourself along the way?In this episode, Drew sits down with Alan Underwood, whose path runs from managing pizza buffets to scaling an $16M car dealer...
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Season 1
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Episode 21
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1:04:59
Joshua Sun on Redefining Success Beyond the Mortgage Game
You can crush it in your career and still feel the pull toward something more.For 20 years, Joshua Sun built a thriving mortgage business. By all external measures he had made it. But when he saw how quickly the industry could cha...
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Season 1
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Episode 20
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1:02:49
When Success Feels Heavy: Joe Roberts on Faith, Fire, and What Comes After the Climb
He built a 7-figure land business, launched a top-tier cold calling company, and co-owns a recession-proof service brand. But Joe Roberts isn’t chasing more—he’s asking better questions.What anchors you after the grind ends?&n...
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Season 1
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Episode 19
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1:00:21