What does it really take to go big? For Jeff Rosenthal, it meant launching a global community from scratch, building a cultural movement atop the largest ski resort in the U.S., and investing in the boldest ideas reshaping our future.

In this high-energy episode of Going Big!, host Kevin Gentry sits down with Jeff Rosenthal—co-founder of Summit, co-author of Make No Small Plans, co-owner and co-developer of Powder Mountain, and founder of the new venture firm CIV. Together, they explore the early days of turning cold calls into iconic events, the behind-the-scenes story of acquiring Powder Mountain, and the mindset that powers generational leadership.

Jeff opens up about risk, trust, partnership, and why culture always beats strategy. From building authentic communities to backing founders in energy, AI, and advanced manufacturing, his journey is a masterclass in what it means to dream boldly, lead authentically, and execute with purpose.

If you’re ready to challenge your limits, rethink what’s possible, and start living your biggest vision—this episode will show you how.

Going big isn’t a moment—it’s a mindset. And Jeff Rosenthal lives it every day.

Conversations not presentations - mastering sales, with Blair Enns