We can’t dig in to the next film on the list without, again, beating the Quixote drum. I now see just how much Gilliam was reeling from the destroyed project that consumed him for nearly a decade. He had previously tried to shake himself loose from his rut by taking on two projects so close together that they were released in the same year. The first, Brothers Grimm, was unfocused and messy. The second, Tideland, was the darkest material Gilliam had tackled. It felt more like an exorcism than a full fledged film. Now, four years later, I found him still trying to work through the pain of his failed magnum opus.

What should also be noted is how the production of The Imaginarium Of Doctor Parnassus ran into trouble at every turn. First there was the death of actor Heath Ledger during principal photography, then upon completion, a producer died, and then during post production, Gilliam himself was hit by a car. This film still getting made and released is a small miracle in and of itself.

Onto the reason we’re together today, the 2009 film, The Imaginarium Of Doctor Parnassus.

It tells the story of an aging conman/magician/mystical person named Doctor Parnassus who is really more of a gambler. He is constantly engaging in bets with the devil, losing those bets and doubling down to try and dig himself out of a hole. At first, he won and was granted immortality. He quickly realized that immortality was not all he thought it to be and made a new deal to be granted youth so he could be with the woman he loved. The payment was that if he ever had a child, at the age of sixteen, that child would become property of the devil. The film begins only a few short days before Parnassus’ daughter’s sixteenth birthday.

Parnassus, his daughter, and two assistants have been relegated to performing in their own traveling sideshow where they attempt to trick people into passing through their magic mirror. Once inside the mirror, the person is now inside of Parnassus’ imagination. Of course, what they see and experience is also partly dictated by their own imagination. It’s here that they will then be given a choice between two locations — one represents Parnassus’ theory on life while the other represents the devil. Parnassus struggles to find people who don’t succumb to the devil’s promises and thus is digging himself even deeper.

One night, they happen upon a hanging man beneath a London bridge and rescue the man. He’s played by Heath Ledger and has no memory of his previous life. The film really takes off from here as Ledger joins the troupe as a thank you for saving him. He is wonderful in this film — a natural con artist full of exuberance, wit and charm. With Tony’s help, Parnassus begins to gain the upper hand with the devil and just may be able to pull off one last wager and save the soul of his daughter.

Up to this point in the film, there are a few things to note. First, the imagination on display is second to none. Gilliam is fully in his wheelhouse. The monks’ snow covered temple, for example, is extraordinary. Again, Gilliam is giving us a vision only he could give, warts and all. Like many of his previous films, it takes a little while for the tone to settle and gel but we get there — Gilliam, like many auteurs, forces you to buy in to his vision and leave your own shit at the door. The material again is on the darker side. Many of the scenes and dialog and actions toward the daughter, Valentina, are problematic. She’s only sixteen and this does lead to some uncomfortable moments. Gilliam knew this and framed it around the devil’s wishes to soften, or at least explain, the questionable antics. There’s also a moment of blackface in the film which has no business being there. There is simply no excuse for it. It was done to serve a joke but the punchline is not worth a second of the journey taken to get there. So, the film is definitely an imperfect film.

Now, as I’m watching, I’m still digging the film because it’s really about the world each of us holds inside our mind. It’s around the halfway point where LEdger’s character, Tony, first enters the mirror. The result propels the second half of the film ever higher than its setup. It’s also where we first get a glimpse of the genius idea Gilliam had to get the film finished despite his lead actor’s death. He gathered a few of Ledger’s friends to play the late actor’s role. Tony goes into the mirror on three separate occasions and the mirror world inside Parnassus’ mind changes Tony’s face. The first time this happens, Ledger transforms into Johnny Depp. This is the shortest of changes and also the least effective. I love Depp. He’s one of my all time favorites and was brilliant in Fear and Loathing. Here, he plays Tony with a smirk and a wink. It’s more brooding and a little off from Ledger’s take. The second time Tony enters, he transforms into Jude Law. This is the best alternate version of Tony. Where Depp did his own thing, Law matches Ledger’s tone and nervous energy. It’s a damn near perfect match. It’s also our longest look inside the mirror world. I remember thinking that Gilliam should’ve been the one to make a live film version of Alice in Wonderland. He’s always been in love with Lewis Carroll and has paid homage to the writer on countless occasions. You could make the case that this film is his version of Alice in Wonderland. It’s equal parts whimsy, moral fable, and nasty legend. The final time Tony enters the mirror, he transforms into Colin Farrell. This is where we finally see Tony for the bastard he truly is and Farrell is good, not great. The problem here is that Colin Farrell has too kind a face. It’s just hard to buy in that he sucks as a human being. He manages to pull it off but barely.

The entire film is wonderfully absurd but it also begs the question of whether Gilliam has problems with women. Here, Valentina is constantly objectified as a sixteen year old and serves mostly as a plot device. Her plight propels the narrative forward but she doesn’t really hold any other weight. This is what holds me back just a bit from the film. Don’t get me wrong, it’s a very good film but some tweaks to the script could’ve landed Gilliam firmly back on his feet. The more I searched my feelings on this film, I came to realize that Valentina and Parnassus specifically are stand-ins for The Man Who Killed Don Quixote and Gilliam himself. This story is really about an old man questioning his choices and loyalties on the eve of losing what he cherishes most.

The film is visually extraordinary and brimming with ideas — perhaps too many ideas. It’s dark, daunting, and proves Gilliam’s tenacity as a filmmaker. It won’t win any converts but it shows an artist willing to try and dig himself out of a hole that has consumed him for over a decade.

Next week, The Zero Theroem. Until then, love each other.