The Other Side of Enough

When Enough Still Isn’t It with Ben Gallant

Drew Haney Season 1 Episode 10

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 you were told to want… and quietly wondering why it doesn’t feel better.

They explore the stages high-achieving men face—from golden handcuffs to entrepreneurial freedom—and what happens after you "make it." This episode tackles the real questions: Can you scale a business and stay present at home? Is freedom always fulfilling? And what does legacy actually mean when you're already financially set?

If you’ve ever looked around your “dream life” and felt a surprising emptiness, this one’s for you.

🎧 Guest: Ben Gallant
 Find him on X: @BenRGallant
Instagram: @ben.gallant