Born and raised in Toronto, Ontario, Nick Kypreos finished his NHL career with the Maple Leafs. Kypreos and Wayne Presley landed with the Leafs while Bill Berg and Sergio Momesso went the other way to the Rangers in a February 29, 1996 trade of veteran forwards.
The left-winger missed much of the 1996-97 season with a broken ankle and he sustained a career-ending concussion during the 1997 preseason. After 54 total games with Toronto over two seasons, Kypreos retired and quickly joined the Toronto television scene as a studio analyst on Leafs and NHL games carried across the country.
Undrafted to the NHL, Kypreos signed a free agent contract with the Philadelphia Flyers on September 30, 1984. He would go on to make his NHL debut as a member of the Washington Capitals on October 6, 1989 when they faced the Flyers.
Kypreos was a member of the Hershey Bears for their 1988 American Hockey League Calder Cup championship and he played in Game Seven for the New York Rangers when they defeated Vancouver in 1994 to claim their first Stanley Cup since 1940.
Kypreos was a standout goal scorer and a league All-Star with the North Bay Centennials of the Ontario Hockey League. He recorded 152 goals over his final three OHL seasons from 1984 to 1987.
In 442 career NHL games with the Capitals, Whalers, Rangers and Leafs, Kypreos recorded 46 goals, 44 assists, 90 points and 1,210 penalty minutes. His peak season came in 1992-93 when he recorded 17 goals and 325 penalty minutes in 75 games as a popular member of the Hartford Whalers.