I'm Not There
This 2007 art film starring Cate Blanchett (and many other actors) was created to document the life and mind of Bob Dylan. The actors changed every time Bob Dylan reached a new point in his life. Dylan served as the primary consultant for this film.
Jobs
This 2013 biopic showcased Ashton Kutcher as Steve Jobs, the tech genius behind Apple, iMac, and the iPhone. The resemblance is quite uncanny! This film follows Jobs' life from 1974 while he was at Reed College until he released the Apple iPod in 2001. This movie was selected by critics to close the 2013 Sundance Film Festival.