After retiring as a player, Webster had been the coach for a number of teams at various levels of hockey.[4]
His first head coaching job came in 1986, when he became coach of the New York Rangers following Ted Sator's firing.[5][6] After only five games, Webster fell ill with what was later diagnosed as an inner-ear infection that left him unable to fly.[7] 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.[8] 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.[9][10][11] 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.[12][13][14][15]
Webster's next head coaching stint was with the Los Angeles Kings, from May 31, 1989, to May 4, 1992.[16][17] He led the Kings to their first and only regular season division title in franchise history, in the 1990-91 season.[18]
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.[19]
Webster also served as an amateur scout for the Calgary Flames from 2003 to 2014.[4][20]
^Davis, Jefferson (2000). The Three Stars and Other Selections: More Amazing Hockey Lists for Trivia Lovers. Canada: ECW Press. p. 180. ISBN9781550224276.