Today's Hollywoodle:

Probably shouldn't have played this cursed path but I was curious to see if anyone else had thought of it. 

Jon Favreau ➡️ Made (2001) ➡️ Diddy ➡️ Get Him to the Greek (2010) ➡️ Jonah Hill ➡️ Moneyball (2011) ➡️ Chris Pratt