In 1995 Young began a two-year hiatus from racing to coach the New England Disabled Ski team at Loon Mtn. New Hampshire, and when he returned to the sport in 1997 it was as a monoskier. He missed the 1998 Winter Paralympics in Nagano, Japan but came back in 2002 with another gold, this time in super G, along with a silver in downhill. With that performance he became the first skier ever to win a Paralympic skiing gold medal in two different disability classes. He repeated his downhill performance in 2006, placing second behind teammate Kevin Bramble. In 2015, he won the Mono Skier X (X-Games), also becoming the oldest gold medalist in the history of the competition.