Cain started in high school. He was looking for extra curricular activities, and while playing music is nice he probably wouldn't get many scholarships for it. He worked hard to save up to buy some shitty equipment, the same shitty equipment he used through all of high school. He began in freshman year, playing with his brother who is 2 years younger. When he was a junior in high school they both were on the same Chicago high school team. They weren't amazing by any stretch, and Cain was amazing when he found out he had been drafted to the SMJHL. He was planning on going to college, perhaps playing some hockey there before eventually joining the work grind and finding a steady job. It was never Cain's dream to be a hockey player, especially not in the SHL, but it is a reality he has come to live with and enjoy.