Contrary to what a lot of people seem to believe, Dane Cook didn't make an unlikely comeback from the atrocious 'Good Luck Chuck' by learning to sing and appearing in the 'Pitch Perfect' movies. That was Skylar Astin, who's actually an awful lot younger than Cook, although if you compare photos of them at the same age it's almost impossible to know which is which.
A lot of people who are known for being good looking worry that their looks will fade when they get a little older. That's one of the reasons why so many celebrities opt for plastic surgery! Astin shouldn't have to worry about that at all; he just has to look at Cook and use him as a reference guide for what he's going to look like when he reaches his forties. So long as he steers clear of career-wreckingly bad film roles, everything about his future looks positive!