O'Toole played kings, madmen and fading matinee idols, and earned eight Oscar nominations without ever winning one. Decide which of those near-misses deserved the statue most.
1Maurice (Venus)A late-career 2006 role as an aging actor drawn to a young woman, which brought his eighth and final Oscar nomination.1000pts
2T. E. Lawrence (Lawrence of Arabia)O'Toole's star-making 1962 turn as the enigmatic British officer leading the Arab Revolt, earning his first Oscar nomination.999pts
3Arthur Chipping (Goodbye, Mr. Chips)A tender 1969 musical turn as a shy public-school schoolmaster across decades, rewarded with a Golden Globe.999pts
4Henry II (The Lion in Winter)A ferocious 1968 performance as the aging Plantagenet king sparring with Katharine Hepburn's Eleanor over the succession.958pts
5Eli Cross (The Stunt Man)A gleefully manipulative 1980 performance as a godlike film director who hides a fugitive among his stunt crew.958pts
6Alan Swann (My Favorite Year)A 1982 comedy role as a boozy Errol Flynn-style swashbuckler guesting on live 1950s television.789pts
7Jim (Lord Jim)Richard Brooks's 1965 Joseph Conrad adaptation, with O'Toole as a disgraced sailor seeking redemption in Southeast Asia.684pts
8Reginald Johnston (The Last Emperor)His 1987 supporting role as the Scottish tutor to Puyi in Bernardo Bertolucci's Best Picture winner.560pts
9Jack Gurney (The Ruling Class)A wild 1972 black-comedy role as a paranoid schizophrenic earl who believes he is God, Oscar-nominated.559pts
10Henry II (Becket)His first take on Henry II, a 1964 duel of wills with Richard Burton's Thomas Becket that won him a Golden Globe.410pts
11Simon Dermott (How to Steal a Million)A breezy 1966 caper role opposite Audrey Hepburn as a society burglar helping steal a fake statue.410pts
12Priam (Troy)A dignified 2004 supporting turn as the Trojan king who begs Achilles for the body of his son Hector.410pts
13Don Quixote (Man of La Mancha)The 1972 musical adaptation with O'Toole playing both Cervantes and his deluded knight-errant.410pts
14Anton Ego (Ratatouille)The 2007 Pixar voice role as a cadaverous food critic whose closing review became one of animation's great monologues.0pts
15General Tanz (The Night of the Generals)A chilling 1967 role as a fastidious Nazi general suspected of murder, reuniting him with Omar Sharif.0pts





















