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 the hard choice to walk away from what no longer fits. They talk about the mental drag of being good at too many things, the hidden math behind divided focus, and the freedom that comes from choosing one path with both feet.

You’ll hear stories from JT’s early land days, including the time he launched a Honda Fit across a desert ravine, and the quieter moments where faith, family, and alignment pulled him back to center.

If you’ve been asking yourself whether something needs to go so you can grow, this is your sign to pause and listen.

🎙 Guest: JT Olmstead
📍Contact: https://olmstead.properties

You’ve built the life everyone else wanted. Now it’s time to ask what you want.
Thanks for being with us on The Other Side of Enough.
This isn’t the end of the conversation—it’s the beginning of your next summit.