Actor: Jake Gyllenhaal

Jake Gyllenhaal was nominated for Brokeback Mountain and has spent the following two decades choosing roles that make an audience uneasy.

Nightcrawler is the extreme case. He lost thirty pounds to play a sociopath whose ambition is entirely legible and entirely repellent, and the performance was widely expected to be nominated and was not.

Zodiac, Prisoners, Enemy and Southpaw fill out a filmography built on obsession, and he works constantly on stage between films.

Donnie Darko remains the cult title, and Source Code and Spider-Man: Far From Home show a comic capacity he uses rarely.