“It was always aspirational. I’m a fairly conservative person. I have three children. My wife was in a position to stay home and raise them, starting with when the third was born in the early 2000s. So I always took measured risks. Leaving IMB to join a startup software company was a measured risk based on the success of that business. It afforded us the opportunity to take some more risks and land ultimately at TriZeeto put me in a position to succeed again. By that point, I was in a position to take the kind of risk that Friday required.”