- Loaned George Clooney $100 to pay for headshots when Clooney was still a struggling actor.
- Transitioned from being a character actor to behind-the-camera work in the early 2000s, receiving his first coproducer credit on the 2003 film Intolerable Cruelty.
- In 2005, he and his wife used their airline miles to purchase 16 plane tickets to evacuate survivors of Hurricane Katrina; they also opened their home to a family who had lost everything in the storm for five months while they put their lives back together.
- Cofounded the production company Smokehouse Pictures in 2006 with his longtime friend George Clooney.
- 2006, Golden Globe — Best Screenplay - Motion Picture: Nominee
- 2005, Oscar — Best Writing (Original Screenplay): Nominee
- 2006, BAFTA Film Awards — Best Original Screenplay: Nominee
- 2005, Venice Film Festival — Best Screenplay: Winner
- 2005, Screen Actors Guild Awards — Outstanding Performance by a Cast in a Motion Picture: Nominee
- 2012, Golden Globe — Best Screenplay - Motion Picture: Nominee
- 2006, Writers Guild Awards — The Paul Selvin Award: Winner
- 2006, BAFTA Film Awards — Best Film: Nominee
- 2013, Producers Guild Awards — Darryl F. Zanuck Award for Outstanding Producer of Theatrical Motion Pictures: Winner
- 2012, BAFTA Film Awards — Best Adapted Screenplay: Nominee
- 2012, Producers Guild Awards — Darryl F. Zanuck Award for Outstanding Producer of Theatrical Motion Pictures: Nominee
- 2012, Oscar — Best Motion Picture of the Year: Winner
- 2013, BAFTA Film Awards — Best Film: Winner
- 2006, Writers Guild Awards — Original Screenplay: Nominee
- 2006, Critics' Choice Awards — Best Writer: Nominee
- 2006, Independent Spirit Awards — Best Feature: Nominee
- 2005, Oscar — Best Motion Picture of the Year: Nominee
- 2011, Oscar — Best Writing (Adapted Screenplay): Nominee
- Lysa Heslov — Wife
- Maya Heslov — Daughter
- Olivia Heslov — Daughter
- University of Southern California, Los Angeles, California, United States (BFA in Theatre, 1986)
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