In the 1970s Sher was part of an astonishing group of young actors and writers working at the Liverpool Everyman Theatre.
It consisted of the likes of writers [[Willy Russell]] and [[Alan Bleasdale]] and fellow actors [[Bernard Hill]], [[Julie Walters]], [[Trevor Eve]] and [[Jonathan Pryce]]. Sher summed up the work of the company with the phrase "Anarchy ruled." At the Royal Shakespeare Company he took the title role in ''[[Tartuffe]]'' and played the Fool in ''King Lear'' before his big breakthrough in 1984, when he played the title role in [[William Shakespeare|Shakespeare]]'s ''[[Richard III (play)|Richard III]]''. This won him the prestigious [[Laurence Olivier Award]]. Since then he has played the lead in such productions as ''[[Tamburlaine (play)|Tamburlaine]]'', ''[[Cyrano de Bergerac (play)|Cyrano de Bergerac]]'', ''[[Stanley (play)|Stanley]]'' and ''[[Macbeth]]''. He also played Johnnie in [[Athol Fugard|Athol Fugard's]] ''Hello and Goodbye'', [[Iago]] in ''[[Othello]]'' and [[Shylock]] in ''[[The Merchant of Venice]]''.
In the 1996 film adaptation of
The Wind in the Willows, Sher starred as the Chief Weasel. He won his second Laurence Olivier Award in 1997 for his performance as Stanley Spencer in
Stanley. In television, he starred in the miniseries
The History Man (1981) and
The Jury (2002). In 2003 he played the central character in an adaptation of the J. G. Ballard short story, "The Enormous Space", filmed as
Home and broadcast on BBC Four. Recent cinema credits include a cameo in the British comedy
Three and Out released on 25 April 2008 and the role of Akiba in the acclaimed television play
God on Trial.