James Benham on Why Insurance Is One of the Most Interesting Tech Problems

Business Technology Perspectives by Neil Hughes

Episode notes

What does it really take to build profitable technology companies without outside funding, and why does that mindset matter even more as AI reshapes every industry?

In this episode of Business Tech Perspectives, I sat down with James Benham, a lifelong technologist, serial founder, and unapologetic bootstrapper who has spent more than two decades building enterprise software businesses on his own terms. Broadcasting from Texas, with stories that stretch from Louisiana to Argentina to the UK, James brings a rare mix of candor, humor, and hard-earned perspective on what it means to survive and grow in technology when there is no safety net.

James shares his journey from writing code as a teenager to running an early dial-up internet service provider, before going on to co-found JBKnowledge and later launching Terra, a modern core system ... 

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