Ep 13. Kip Winterton - Booth: Being Led by Curiosity

🎙️ Welcome to Get to B-School!

Today’s guest is someone who’s charting his path by one principle: being led by curiosity. Kip Winterton, a first-year MBA at Chicago Booth, has a background that’s as well-rounded as it is unexpected—he studied finance, sang opera, and played rugby in undergrad. Now, he’s focused on real estate and exploring opportunities that combine scale, strategy, and creativity.

In this episode, Kip shares:
🔹 His pivot from a deeply personal dream of HBS—and how getting to Booth on scholarship helped restore his confidence
🔹 Why he’s looking toward big project private equity—and how he might create his own real estate ETA opportunity
🔹 How curiosity—not prestige—has guided his biggest academic, career, and life decisions

If you're navigating disappointment, career pivots, or figuring out how to chase big ambitions while staying true to yourself, this conversation is packed with insight and inspiration.

Let’s get to it! 🚀