Will & Harper.

Will & Harper (streaming on Netflix) telegraphs its main problem in the title, which is too bad for a film that has its heart in the right place and mostly gets the emphasis right. Will is Will Ferrell, without whose involvement this documentary likely never happens, but it is his friend Harper Steele, a trans woman who only came out about a year before the film was made when she was around 60 years old, who is the real star and the focus of the story.

Steele was a writer on Saturday Night Live when Ferrell first joined the cast, and she saw his comedic potential when other writers didn’t, leading to a longtime partnership and friendship between the two that went beyond the show into movies (including Eurovision Song Contest).

Harper emailed Will to announce her transition a year or so before the events of this documentary, and Will suggested the idea of a cross-country road trip, something Steele liked to do before she transitioned, but that obviously brings some new challenges she hadn’t faced before.

For the first half of the film, Harper is the real main character, as it should be. This is very much her story, and she needs to be at the heart of the movie. Ferrell is supportive and cracks the occasional joke, but he cedes center stage to Harper at every turn where there are other people around until we’re past the one-hour mark. His personality is so big, and he is so recognizable, that of course it is hard for him to fade entirely into the background, but he does manage to step back enough to allow Harper space to speak and even to have conversations with other people where he is just an observer.

Ferrell ends up taking center stage in a weird sequence where the pair go to a Texas steakhouse that offers a 72 ounce steak that’s free if you eat it within an hour – and he goes into the restaurant as Sherlock Holmes. The whole thing feels like a stunt, or something to help market the film, and it doesn’t go over well, for which he does offer a sincere apology afterward – one of many points in the film where it becomes clear that he’s trying to be supportive but that one of his usual mechanisms for that, his over-the-top comic style, doesn’t work here. Later in the film, Harper suggests that the two go out for a nice dinner, and Will goes into a costume store to look for something to disguise him enough that he won’t be recognized … and then buys the most ridiculous wig, glasses, and mustache so that it’s even more clear that he’s Will Ferrell. It’s like he can’t help himself – in a potentially stressful situation, and one where he is trying to be a good friend, he resorts to his favorite trick of playing the clown. In so many environments, that might work wonders by diverting attention from Harper when she’s extremely self-conscious or simply doesn’t want that kind of attention, but in these two scenes it backfires. 

That said, the two do meet some wonderful, accepting people in unlikely or unexpected places. Hate is not inherent to humanity. Fear is, and we have plenty of people who will weaponize that fear to advance their own agendas, and the two stop at one point and read some vile tweets directed at Harper from people who saw the two together at one of their more public appearances on the road trip. That’s one of several moments in the film where Harper is the entire focus and her emotional struggles are laid bare for everyone to see – and where Ferrell acts “normally,” just being a supportive friend who listens to Harper and validates her feelings as best he can.

Documentaries like Will & Harper do suffer from the observer’s paradox: people will behave differently when they know they’re being observed, and in this case, recorded. There are certainly points in the film where you can see the joists holding it together; the two meet up with Molly Shannon near the end of the movie, and she asks a question that is so obviously scripted it took me out of the movie for a moment. Yet there is still a lot that is real, or feels real, from the interactions in an Oklahoma dive bar to the retired therapist they meet in Arizona, things that couldn’t have been scripted but that also read as far more honest and authentic, along with several of Harper’s spontaneous soliloquies – the one near the house she bought is particularly powerful – that give this film its emotional heft.

I’m sure the film wouldn’t have sold as well had it been called Harper & Will, but that’s what this movie is about. Ferrell’s occasional missteps don’t overshadow Steele entirely, just for some segments, and even with those choices it is very clear that Ferrell is trying to be a good friend and a good ally, and in moments where he doesn’t know exactly what to say or do, he doesn’t just resort to cheap laughs, but says very little and just listens, making it clear he’s there to listen – and giving Harper the floor to share some very vulnerable and painful thoughts. It’s uneven and sometimes uncertain, but at the end of their trip, Will and Harper get us, and the film, where we needed to go.

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