Surrounded by teammates Clifford Rostowsky, Deon Stein and David Kroser, Wegerle's talents developed rapidly.

He soon earned an invitation to join the local adult club, Arcadia Shepherds F.C., where his brothers had enjoyed long, successful careers.

In his time with Luton, Wegerle became the team's leading scorer and was sold in December 1989 to Queens Park Rangers for £1 million.

He helped Blackburn reach the new FA Premier League as Second Division playoff winners in May 1992, but his first team chances were then dented by the arrival of Alan Shearer at Ewood Park, who led the forward line with Mike Newell.

Despite a series of injuries, Wegerle played 53 league games for Coventry, scoring nine goals, until his contract expired at the end of the 1994–95 season.

While his scoring pace increased slightly, five goals over 19 regular and post-season games, Wegerle failed to produce as United coach Bruce Arena expected.

As a result, Wegerle became part of what is considered the most lop-sided trade in league history,[citation needed] when D.C. sent him to the Tampa Bay Mutiny for Roy Lassiter on April 26, 1998.

Lassiter was MLS's all-time leading goalscorer; Wegerle played the rest of the 1998 season for the Mutiny, scoring a single goal, then retired.

[5] On January 8, 1994, Wegerle injured his knee and underwent numerous arthroscopic surgeries, but he was able to recover in time to become a key player for the U.S. in the 1994 FIFA World Cup.

[6] According to former U.S. national team coach Steve Sampson, Wegerle came to him and assistant coach Clive Charles between the February 25, 1998, game at Belgium and the March 14, 1998, match against Paraguay in San Diego and said he had personal knowledge of an affair between U.S. team captain John Harkes and Amy Wynalda, the wife of U.S. striker Eric Wynalda.