How to Tell You’re a Douchebag (2016)
(On TV, June 2020) I wanted to like How to Tell You’re a Douchebag, but can’t quite bring myself up to it. It does have a few things I like—an attempt to examine romance in the mid-2010s, some biting lines of dialogue, very appealing actresses, and a slice-of-life atmosphere of Brooklyn that may mature into a time capsule of the era. Alas, writer-director Tahir Jetter doesn’t quite want the usual romantic comedy, nor anything like a conventional beginning, middle or plot. Nor does he have a decent budget big enough to do justice to his ambitions. Nor can he sand off the edges of his deplorable protagonist in time to make us care for him. Falling into many of the traps that have claimed low-budget films, How to Tell You’re a Douchebag ends up being a not-particularly-good nor funny “romantic comedy” in which a young man tries to learn about romance even as he’s writing a relationship blog. That protagonist is neither pleasant nor smart, but part of the film’s remaining charm is to document a very specific slice of modern urban living, with characters hooking up and then having romantic issues. Since this is a story of personal growth more than a romance, don’t expect a conventionally happy ending. Alas, you can add that to the list of charges against How to Tell You’re a Douchebag: how can you like a film so intent on self-sabotage?