Timothy Dalton – 73

If it wasn’t for the fact that he was already committed to another contract, Timothy Dalton’s acting career would have gone somewhat differently. He had already played James Bond twice in movies, but he wasn’t able to do it the third time, so Pierce Brosnan got the role and became the new Bond. We doubt that Dalton went into a depression over it though. He still impresses people with his acting skills, so his career still has promise. For three seasons ending in 2016, he played Sir Malcolm Murray on Penny Dreadful, an original series on Showtime.