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 complex distressed real estate plays. But the story isn’t just about scaling profits—it’s about facing burnout, chasing stimulation, and learning to slow down when success itself becomes unsustainable. We talk deal junkie highs, the hidden costs of coaching, why “fl...
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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 complex distressed real estate plays. But the story isn’t just about scaling profits—it’s about facing burnout, chasing stimulation, and learning to slow down when success itself becomes unsustainable. We talk deal junkie highs, the hidden costs of coaching, why “fl...
JT Olmstead on Selling His SaaS, Starting Over, and the Myth of Doing It All
The Other Side of Enough
1 hour 8 minutes
3 months ago
JT Olmstead on Selling His SaaS, Starting Over, and the Myth of Doing It All
He scaled two businesses. Built powerful systems. And still felt spread too thin. What happens when your capacity outpaces your clarity? In this conversation, JT Olmstead unpacks the quiet cost of success split in two. He built a thriving land business and launched a software company from scratch. But eventually, something had to give. And it wasn't just time he lost. It was margin, presence, and perspective. Drew and JT dive into the myth of doing it all, the false promise of synergy, and th...
The Other Side of Enough
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 complex distressed real estate plays. But the story isn’t just about scaling profits—it’s about facing burnout, chasing stimulation, and learning to slow down when success itself becomes unsustainable. We talk deal junkie highs, the hidden costs of coaching, why “fl...
