James broke into acting in 1999 with a lead role in the TV
series Freaks and Geeks. His first major film role was in the romantic comedy
Whatever it Takes and he then won the lead role in the 2001 TV biopic James
Dean. Roles in Spider-Man, Spider-Man 2, Spider-Man 3, City by the Sea, Milk,
Eat Pray Love and 127 Hours. He has also produced and directed a documentary,
Saturday Night, and published a collection of short stories called Palo Alto: Stories.
He started dating actress Ahna O’Reilly in April 2006.
In 2009 he was named Sexiest Man Living by Salon.com.