.png)
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 • 13 episodes
The Other Side of Enough
Latest Episodes
Kevin Rockwood on Losing Flow, Making Millions, and Feeling… Meh
You finally have the time and money you wanted. So why does it still feel heavy?In this episode, Drew sits down with Kevin Rockwood, co-founder of Pebble and full-time dad, for a raw and revealing conversation about what success feels l...
•
Season 1
•
Episode 13
•
1:14:42
.png)
Logan Swanson on Burnout, Defaults, and Building Beyond the Grind
What if the real flex isn’t the exit, but how you live after?In this raw, quietly radical conversation, Drew sits down with Logan Swanson, a man who's built land businesses, funding firms, and even a digital marketplace, only to r...
•
Season 1
•
Episode 12
•
1:11:59
Success, Setbacks & Starting Over with Dave Denniston
What happens when your biggest leap of faith drops you straight into a financial free fall?In this raw and reflective conversation, Drew sits down with financial planner and land investor Dave Denniston to unpack the hidden cost o...
•
Season 1
•
Episode 11
•
1:17:46
When Enough Still Isn’t It with Ben Gallant
You hit every milestone—and still feel off. Now what?In this raw and reflective conversation, Drew Haney sits down with land investor and commercial real estate pro Ben Gallant to unpack the paradox of success: building the life y...
•
Season 1
•
Episode 10
•
1:05:45
What Happens After You Win the Hustle? with Meir Shemtov
You scaled the mountain—and found yourself restless at the peak.In this raw, unfiltered conversation, Meir (land investor, serial entrepreneur, and creative mind behind Modern Escapes and LotOfLand) opens up about the paradox of s...
•
Season 1
•
Episode 9
•
58:58