Weiss began skating in 1986. Audrey Weisiger coached him from the age of nine. Weiss took the silver medal at the
1993 World Junior Championships in
Seoul, South Korea and won gold at the
1994 World Junior Championships in
Colorado Springs, Colorado. At the
1997 U.S. Championships, Weiss attempted to become the first American to land the
quad toe loop. It was initially believed to have been successful but three hours after the competition,
U.S. Figure Skating ruled that the jump had been two-footed and decided not to ratify it. He pulled up from fifth after the short program to take the silver medal behind
Todd Eldredge and was sent to
Lausanne, Switzerland to compete at his first
World Championships, where he finished seventh. In February 1999, Weiss won his first senior national title at the
U.S. Championships in
Salt Lake City, Utah. The following month, he was awarded the bronze medal at the
1999 World Championships in
Helsinki, Finland. After recovering from a
stress fracture in his left ankle, Weiss defended his national title at the
2000 U.S. Championships in
Cleveland, Ohio and won bronze at the
2000 World Championships in
Nice, France. Weiss missed part of the 2000–01 season due to a stress fracture in his foot. At the start of the 2002–03 season,
Don Laws filled in for Weisiger at the Campbell's Classic. On October 29, 2002, Weiss decided to leave Weisiger to train full-time with Laws. Weiss competed 19 consecutive years at the U.S. Championships. He was the first American to land a quadruple toe loop in competition. He invented the "Tornado", a backflip with a full twist, and debuted it at the Hallmark Skaters Championship in December 2002. Though not allowed in competition, it is a crowd favorite in exhibitions. Weiss turned professional in 2006. He toured with
Stars On Ice and competed in
Ice Wars. Around 2012, he began teaching skating skills to hockey players. ==Michael Weiss Foundation==