After retiring as a player, Webster had been the coach for a number of teams at various levels of hockey.[3]
His first head coaching job came in 1986, when he became coach of the New York Rangers following Ted Sator's firing.[4][5] After only five games, Webster fell ill with what was later diagnosed as an inner-ear infection that left him unable to fly.[6] He returned as head coach on January 5 for home games only; general manager Phil Esposito split coaching duties with assistants Eddie Giacomin and Wayne Cashman for road games.[7] He was cleared to fly again in January, but he suffered a relapse during a game against the Edmonton Oilers, and was told to stay off planes for at least three months.[8][9][10] Esposito named himself head coach for the remainder of the season. When it became apparent that Webster would not be able to return to the bench full-time the following season, he resigned on April 30, 1987.[11][12][13][14]
Webster's next head coaching stint was with the Los Angeles Kings, from May 31, 1989, to May 4, 1992.[15][16] He led the Kings to their first and only regular season division title in franchise history, in the 1990-91 season.[17]
While coaching the Kings in a game against Detroit on November 16, 1991, Webster became upset at what he felt was a blown call by referee Kerry Fraser. The Kings were assessed an extra penalty, and Webster took a stick and threw it on the ice, hitting one of Fraser's skates. Webster was suspended for 12 games.[18]
Webster also served as an amateur scout for the Calgary Flames from 2003 to 2014.[3][19]
^Davis, Jefferson (2000). The Three Stars and Other Selections: More Amazing Hockey Lists for Trivia Lovers. Canada: ECW Press. p. 180. ISBN9781550224276.