Ron Glozman has always been a problem-solver, a good skill to have as a tech visionary creating companies that automate manual processes in the insurance industry. Once the business is launched, he’s already thinking about the next one.

Executive Summary

In and out seems to be a prevalent strategy for founders shortly after an InsurTech moves forward. What separates serial tech entrepreneurs from tech visionaries like Bill Gates, Steve Jobs and Jeff Bezos, who created some of the world's largest companies and stayed on as CEOs for many years thereafter? One possibility is that founding an InsurTech startup, scaling the company and running its day-to-day affairs are three different skillsets that don't always reside in the same individual, says PwC's Julia Lamm. Journalist Russ Banham spoke to Lamm, other InsurTech watchers and three InsurTech founders who have gone on to their next adventures to find out more.

In 2014, Glozman founded Chisel AI, a real-time data extraction tool that identifies submissions that align with a carrier’s book of business. Prior to that, he founded Knotes, a machine language tool that “reads” college textbooks to provide a one-page summary of each chapter within. The app tallied more than 10,000 users across 33 countries and was named one of Google’s top 50 apps. He parted ways with Chisel AI in August to work on his next digital project, FindOffMarket.ca, an online wholesale real estate investment platform.

It may appear that Glozman is a workaholic who just can’t stop building companies. The truth is otherwise. “My favorite quote is ‘hire the laziest person for the hardest job and they’ll find the easiest way to get it done,'” said Glozman. “In some way, being lazy has always been my superpower. Given my background in software development, I can’t help but look for optimizations.”

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