In this episode of The Bear Roars, Dan sits down with Greg Keller, CTO and co-founder of JumpCloud, a cloud-based platform that helps businesses securely manage user identities, devices, and access across IT environments.

Greg’s journey to tech wasn’t conventional. He majored in foreign affairs, planning for a career in the CIA, but after graduating into a tough economy, he pivoted into software. His career took him from Japan to Brazil to Silicon Valley, where he worked in data architecture and security before eventually settling in Boulder. A chance meeting with Brad Feld introduced him to Techstars, Endeavor, and the startup ecosystem, shaping his path as an entrepreneur.

Greg shares how an early startup failure became a turning point, what led to the creation of JumpCloud, and why mentorship and resilience are critical to building and scaling companies.

This conversation dives into:

• The transition from foreign affairs to tech entrepreneurship
• Lessons from early startup failures and how they fuel success
• The founding of JumpCloud and the need for modern identity security
• Why a strong mentorship ecosystem is essential for entrepreneurs
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Order Dan’s Book – Bandwidth: The Untold Story of Ambition, Deception, and Innovation that Shaped the Internet Age and Dot-Com Boom: dan-caruso.com/book

Click here to learn more about Endeavor: https://endeavor.org/

or here for JumpCloud: https://jumpcloud.com/

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