Notes: Jamal Woolard starred as Christopher Wallace (a.k.a. The Notorious B.I.G.) in this biopic. After rising to the top of the rap music world, Biggie was shot to death at age 24 in 1997. Angela Bassett, Derek Luke and Anthony Mackie also starred in the film. The soundtrack reached No. 4 on the Billboard 200.

One of the most enigmatic figures in modern culture has a long history with the silver screen. These are some of the best Bob Dylan-related films.

Despite his somewhat negative encounter with the Blowin’ In The Wind singer, Young continued to praise the film, which stars Timothée Chalamet as a young Dylan, “This movie is a great tribute to his life and music. I think if you love Bob’s music you should see this great movie. I loved it.”