The Other Side of Enough

When Success Feels Like a Better Hamster Wheel with Justin Sliva

Drew Haney Season 1 Episode 4

You made the money. Now what?

For Justin Sliva, a former railroad exec turned land investor and father of three, the answer wasn’t more deals or bigger houses—it was coaching his kids’ soccer team, skipping the Rolex, and learning to slow down without shutting off.

In this intimate conversation with Drew, Justin opens up about what happens after financial freedom: the thrill of building, the ache of boredom, and the raw honesty of wondering if you’re just on a fancier hamster wheel.

They unpack:

The emotional cost of being "self-made"

Why most high achievers can’t sit still—and probably never will

How Justin redefined legacy after meeting his biological father at age 36

What true wealth looks like when your six-year-old hands you a grilled cheese from the back of a food trailer

This isn’t just a business episode. It’s a soulful, late-night-level talk about what actually matters once you’ve stopped chasing and started choosing.

🎙 Listen to Justin’s podcast: Casual Fridays REI
📅 Catch him live at: milkhoney.land + landunconference.com
📲 Connect: Justin Sliva on Facebook