Wregget's best season came in 1994–95 when he played in 38 games and compiled a 25–9-2 record with a 3.21 goals against average and a .903 save percentage while also leading the NHL in wins. He was also the goaltender who faced the first penalty shot ever awarded during an overtime period in NHL playoff history (1996). He stopped Washington Capitals star Joé Juneau, extending what was the third-longest game in NHL history, the longest game since 1936. The Penguins finally won 3–2 in the fourth overtime period.