February 23, 2025

#194 Yale Ventures Managing Director Josh Geballe: Bridging the Academic-Entrepreneurial Divide

29 minutes

The classic career path? Boring.

Josh Geballe ditched his CFO seat at IBM Europe for a 16-person startup because, well, why not? Over three decades, he’s jumped between industries, from leading companies to managing state-wide crises, all in the pursuit of impact. Now, at Yale Ventures, he’s proving that a career built on risk-taking and gut instincts isn’t just rewarding—it’s how industries evolve.

Key Highlights of Our Interview:

Big Corporate to Small Chaos

“Jumping from one of the world’s biggest companies to a 16-person startup was like going from a luxury cruise to a whitewater raft. Every day brought new challenges—chasing customers, closing funding rounds, and ensuring payroll didn’t bounce. It wasn’t for the faint-hearted, but I embraced the chaos because it was exactly the dynamic challenge I craved.”

The Two Engines of Growth: Impact and Challenge

“My career choices boil down to two drivers: solving meaningful problems that make a positive impact on society and embracing challenges that push me to grow personally and professionally. It’s how I’ve turned a seemingly unusual career journey into a purposeful adventure.”

Gut Instinct: The Silent Strategist

“For all the logic and strategy in career decisions, sometimes it comes down to a gut feeling. Big moves in my career have often hinged on an instinctual ‘yes’ or ‘no,’ and I’ve been fortunate that those instincts have steered me right—no regrets, just leaps of faith.”

Bridging the Academic-Entrepreneurial Divide

“Helping brilliant minds shift from academic jargon to investor-friendly pitches is a key part of the role. It’s all about connecting ideas to resources—whether that’s investors, teammates, or future opportunities. And for students? It’s about teaching them to innovate and navigate their career paths, with or without a startup dream right now.”

Connect with Us:

Host: Vince Chan | Guest: Josh Geballe

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--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
20 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1% Podcast.
Top 5 US Business.
Top 1 US Careers.

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By Vince Chan

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