In early 2000, actor Craig Bierko made an appearance on Late Night with Conan O’Brien, in which the host its to forgetting what Bierko was promoting the last time he was there. “I’m trying so hard to forget it, too,” the actor replies. “It was called The Thirteenth Floor.” He explains that his film had the misfortune of opening two months after the similarly themed The Matrix. Bierko’s assessment holds true: while The Matrix has been marked watched by nearly three million on Letterboxd, The Thirteenth Floor has notched less than 35,000.
1999 is often referred to as the single greatest movie year of all time. It’s such a common refrain, in fact, that author Brian Raftery wrote a whole book about it. Along with The Matrix, you’ve got The Sixth Sense, Being John Malkovich, Magnolia, Eyes Wide Shut, Fight Club and so many more. But what about the films that slipped through the cracks? For all of the much-lauded innovation of 1999, there were still high-concept programmers and traditional weepies at your local multiplex—and even those had far more ambition than you .
We’ve chosen ten titles from ’99 that merit (re)consideration. Some are big, some are small. Some have gained something of a cult following in the 25 years since their release, others are Random Hearts, to which Raftery himself reflects: “I nothing of it, save for the hilariously ill-advised title, and the even more awkward Entertainment Weekly cover.” Enjoy.