Will Ferrell

Will Ferrell has always been a funny guy, and this prom portrait of him wearing a tiara proves that further. So, although he chose to study sports information, he ended up following his heart and fully committing to a comedy career in the early ‘90s.

He became part of the improv group The Groundlings, which helped him earn a spot in the Saturday Night Live cast. That opportunity led to bigger ones as he was cast in films like Elf and the Anchorman movies. Now $160 million rich, Ferrell is still on the top of his game as he works on the Apple TV+ series The Shrink Next Door.