Toronto Maple Leafs

He made his NHL debut during the 1983-84 season while still playing junior with the Lethbridge Hurricanes suiting up for three games for the Maple Leafs. He turned a lot of heads during his first game in the league posting a jaw-dropping 48-save performance against the Hartford Whalers to record his first NHL victory. ^[2] He then split time the next two seasons between St. Catharines and the Maple Leafs. In '84-'85 he played 23 games for the Leafs while Tim Bernhardt handled the bulk of the work then got into 30 games the next year as part of a three-netminder carousel that also featured Bernhardt and veteran Don Edwards. The 1986–87 season was his first full year in the NHL with Wregget taking over the starting duties for the Maple Leafs with another youngster, Allan Bester, making up the tandem. The following year the Leafs used the same pair for the bulk of the work with Wregget appearing in 56 games for the second consecutive season. In 1988-89, Bester, like he had the year before, posted better numbers than him, and the Maple Leafs decided to go with him leading to a trade to Philadelphia. The Flyers offered up a pair of 1st round draft picks in the 1989 NHL Entry Draft in exchange for him. He joined incumbent Ron Hextall in the Philadelphia crease.

Philadelphia Flyers

During his first full year with the team, starting goaltender Ron Hextall battled a series of injuries and was limited to just eight games pushing Wregget into carrying the load. Wregget played 51 games for Philadelphia that year before resuming the back up role the following season when Hextall returned to health. In 1991-92, with youngster Dominic Roussel impressing during an extended look from the Flyers, Wregget was shipped to the cross-state rival Pittsburgh Penguins as part of a blockbuster transaction. The deal saw him joining the reigning champion Penguins along with Kjell Samuelsson and Rick Tocchet in exchange for Mark Recchi.^[1]

Pittsburgh Penguins

Wregget was generally backup to Penguins goaltender Tom Barrasso, although Wregget was regarded as a solid goaltender in his own right and played well in long stretches over the next few years when the oft injured Barrasso missed time. Wregget won his only career Stanley Cup as a member of the 1992 Penguins.

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. In 1996, he faced the first penalty shot ever awarded during an overtime period in NHL playoff history. 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.

Wregget also shared a majority of the work for the Penguins during the 1996–1997 season with Barrasso again injured, going 17-17-6 and getting all five playoff starts for the Penguins that season. In 1997–98 with Barrasso healthy (and having a career year himself) and the emergence of Peter Skudra and Jean-Sébastien Aubin as legitimate back-up options, Wregget was made expendable and thus traded to the Calgary Flames after the 1998 season ended with Dave Roche for German Titov and Todd Hlushko. Despite generally being the back-up in Pittsburgh, he still as of 2015 ranks 4th in Penguins' history in games played 212 (behind Fleury, Barrasso, and Herron), 3rd in wins with 104 (behind Fleury and Barrasso), and tied for 5th in shutouts with 6 (behind Fleury, Barrasso, Binkley, Hedberg, and tied with Aubin).

Calgary Flames

In Calgary, Wregget provided veteran leadership in goal during a season of transition. The 34-year old Wregget was one of six netminders to suit up for the Flames that year with many of them getting their first taste of NHL action including young Jean-Sébastien Giguère who would go on to have a sixteen-year career in the NHL. Wregget played 27 games for the Flames – one off the team lead – and posted 10 wins for the club. His 2.53 goals against average represented the best mark of his career. At seasons end, he was a free agent and left the club to take one more shot at the Stanley Cup.

Detroit Red Wings

As an unrestricted free agent for the first time in his career, Wregget signed a two-year deal with the powerful Detroit Red Wings where he backed-up Chris Osgood. Wregget won 14-games for the Wings and posted a 2.66 goals against average. However, in 2000 he lost the backup job to Manny Legace, and so he and the Red Wings reached a deal to send him to the IHL.

Manitoba Moose

Wregget, who was born in Brandon, Manitoba, played his final season of professional hockey with the Manitoba Moose of the International Hockey League after the Red Wings loaned the veteran netminder to the club. With the Moose Wregget shared the goaltending duties with Johan Hedberg who would jump to the NHL and join Wregget's former club, the Pittsburgh Penguins for a surprising playoff run. Wregget won 11-games for Manitoba and posted a team-best two shutouts before hanging up his pads for good at seasons end.

In 2009, he was inducted into the Manitoba Hockey Hall of Fame.^[3]

Regular season and playoffs