"I think I always had an eye outside of playing the game of hockey, mostly from my own unending curiosity," Westgarth said.
His curiosity led him to work an internship at a friend's startup, though in a short period of time, he quickly realized the stark differences between the rink and the office.
"You're sitting at your desk a lot," Westgarth said. "I think that's a shock to the system. I felt like I'd come home tense and just grinding my teeth because my body just wasn't used to it. So, even from a physiological standpoint, it was crazy to see the difference."
Luckily, he had one of the "best landings" that an NHL player can hope for, as he put it. After fully retiring, NHL Commissioner Gary Bettman and Deputy Commissioner Bill Daly had faith he could grow the game and brought him on board with the league.
With nothing but a bit of imposter syndrome standing in his way, Westgarth set forward to grow and support developmental leagues like the AHL, ECHL, college hockey, and Junior hockey.
"There were certainly days where it was difficult, and all the clichés are true," he said. "You wish you appreciated it more. You miss the guys. You miss the locker room setting. Your lifestyle becomes different."
Rather than spending several hours caring for his body and focusing on practice, here Westgarth was - in New York City - commuting to the office from nine to five.
"The feedback loop is a little different," he noted about the corporate environment. "You don't just have a game tonight and then you win or you lose. Sometimes it takes a few weeks or months, and sometimes years to get things done. But it's satisfying when you see things you work on come together."
"Getting cliché here - but I'm very lucky to stay involved in the game of hockey, something I've loved for a long, long time."