milestones
Year
Milestone
 
Born and raised in Texas
1969 
Began career as an impressionist in Houston nightclubs at age 15
1974 
Moved to Los Angeles
1975 
First screen appearance in an uncredited bit part, "Crazy Mama"
1977 
Film acting debut in "9/30/55" directed by James Bridges
1978 
TV acting debut, "Are You in the House Alone?" (CBS)
1979 
Had breakthrough screen role as Mike, the high school jock, in "Breaking Away"
1980 
Co-starred with his brother Randy in Walter Hill's "The Long Riders"
1981 
Appeared in the CBS TV-movie "Bill" alongside Mickey Rooney
1981 
Wrote songs for and sang on screen in "The Night the Lights Went Out in Georgia"
1983 
Reprised his TV role in the sequel "Bill on His Own" (CBS)
1983 
Gained good notices for his turn as the cocky astronaut Gordon Cooper in "The Right Stuff"
1984 
Starred opposite brother Randy in the Off-Broadway production of Sam Shepard's "True West"
1987 
Won acclaim for his performance in "The Big Easy"; directed by Jim McBride
1989 
Portrayed singer Jerry Lee Lewis in the biopic "Great Balls of Fire", also directed by Jim McBride
 
Formed Summers/Quaid Productions with Cathleen Summers
1993 
Co-starred with then wife, Meg Ryan in "Flesh and Bone"
1994 
Earned praise for his performance as Doc Holliday in Lawrence Kasdan's epic "Wyatt Earp"
1996 
Starred as a medieval knight in "Dragonheart"
1998 
Made directorial debut with made-for-cable TV-movie "Everything That Rises" (TNT); also starred
1998 
Co-starred in the remake of Disney's "The Parent Trap"
1999 
Portrayed a past his prime football quarterback in Oliver Stone's "Any Given Sunday"
2000 
Cast as the long-dead firefighting father of a contemporary detective in the supernatural-themed "Frequency"
2000 
Had pivotal role as a lawyer in "Traffic"
2001 
Co-starred in the HBO adaptation of the Pulitzer-winning play "Dinner With Friends"
2002 
Portrayed a high school baseball coach in the fact-based feature "The Rookie"
2002 
Appeared with Julianne Moore in the drama "Far From Heaven"; received Golden Globe and SAG nominations for Best Supporting Actor
2004 
Played a climatologist who tries to find a way to save the world in Roland Emmerich's "The Day After Tomorrow"
2004 
Starred with Scarlett Johansson and Topher Grace in the comedy "In Good Company" directed by Paul Weitz
2004 
Starred in a remake of the 1965 film "The Flight of the Phoenix"
2005 
Co-starred with Rene Russo in the remake of "Yours, Mine and Ours, a comedy about a blended family
2005 
Received a star on the Hollywood Walk of Fame (November)
2006 
Portrayed the US President in Paul Weitz' "American Dreamz"
2008 
Cast in the ensemble film, "Vantage Point" as a Secret Service agent
2008 
Joined Sarah Jessica Parker, Ellen Page and Thomas Haden Church in the indie feature, "Smart People"
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