Happy Tuesday, dear readers! Each week, we’ll rank the top 10 films in a specific category. While we aim to tie these lists to big releases, that won’t always be the case. Our goal? For you to enjoy, share your own lists, and join in on a lively, friendly debate. This is an interactive space to build community here at The Contending.
No fancy intros, no long essays – just a category and a list. Sound good?
This year, fans are celebrating the 25th anniversary of Richard Kelly’s psychological drama Donnie Darko. The film has become quite the cult classic over the years and marked an important turning point in the career of a young Jake Gyllenhaal. Last week, Fathom Entertainment helped celebrate the anniversary by re-releasing the film in theaters.
It also feels like the perfect excuse to look back at Gyllenhaal’s career. In the 25 years since Donnie Darko, he has developed into one of the most consistently interesting actors of his generation, moving comfortably between studio films, intimate dramas, thrillers, action movies, and some truly unique material. What I enjoy most about Gyllenhaal is his willingness to take risks and completely disappear into a wide range of characters (nobody does unhinged better). Even when the film around him doesn’t entirely work, he’s almost always doing something interesting.
So, in honor of Donnie Darko turning 25, this week’s Top Ten Tuesday is devoted to the ten best performances of Jake Gyllenhaal’s career.

10. End of Watch (2012)

9. Jarhead (2005)

8. Donnie Darko (2001)

7. Nocturnal Animals (2016)

6. Stronger (2017)

5. Enemy (2013)

4. Zodiac (2007)

3. Prisoners (2013)

2. Nightcrawler (2014)

1. Brokeback Mountain (2005)







