Though Raymond's acting career began at a young age, he did once have his sights set on playing for the NHL. However, he felt his lack of aggression on the ice is what really held him back from pursuing a professional career. "Yes, I did aspire to be an NHL'er growing up. When I was younger, however, I wasn't very competitive," he told the Back-Pocket Believers blog in March 2011. "I lacked almost any aggression and there was no hope of me ever playing at an elite level. While it was fun to dream about it, I don't think I ever took it too seriously."
He may not have pursued a professional career, but that hasn't kept him from continuing to play for fun. "I really do think (and likely I'm a bit delusional) that if I still had time, with the drive and love for the game that I have now, I could've maybe made a legitimate run at the NHL — or at least that's what I tell myself," he added.