DIRECTED BY: Cameron Crowe

FEATURING: Tom Cruise, Penélope Cruz, Cameron Diaz, Jason Lee, Kurt Russell

PLOT: A spoiled playboy finds hope in a sudden romance, but an encounter with a jilted ex leaves him scarred and facing surreal situations beyond his comprehension.

WHY IT WON’T MAKE THE LIST: Vanilla Sky is effectively trippy, and by far the most ambitious visual experiment from a director best known for his way with words. But ultimately the film is weird only by Hollywood standards, and is too neat and tidy in wrapping up its mysteries.

COMMENTS: Cameron Crowe described his remake of Alejandro Amenabar’s Abre los ojos (Open Your Eyes) as a “cover version”. It’s an appropriate metaphor, considering Crowe’s background as a rock journalist. In fact, Vanilla Sky hits all the same beats as its predecessor, but does so with considerably more panache. The A-list cast, liberal use of iconic New York City locations, and Crowe’s typical meticulously-crafted soundtrack (featuring Bob Dylan, The Beach Boys, and Radiohead, among others) all point to a production that goes way beyond its modest origins. And in some respects, the grander touches actually do enhance the central mystery of what is going on in the mind of Cruise’s immature media heir. Whereas the Spanish iteration is a straightforward thriller, Crowe plays more with the metaphysical. The stakes seem higher, the stage bigger.

Crowe has to be flashier, though, to hold off the reveal of the Shyamalan-esque twist at the heart of Vanilla Sky, one that might be all-too-obvious to an audience born on The Twilight Zone and raised on surprise reveals that make you question all that comes before. A re-watch of the film confirms that Crowe doesn’t cheat, but accomplishes the feat by distraction. Red herrings and visual allusions (many of which are revealed in a detailed wrap-up montage in the final act) all strive to get the audience looking in the wrong direction, and they are aided by some unusually baroque acting performances. Foremost among these are the gleefully unhinged Cameron Diaz, a dryly obtuse Noah Taylor, and Tilda Swinton, who brings to her cameo the full arsenal of weirdness that comes with being Tilda Swinton. Oddly, the only actor who seems out of place in the film is Penélope Cruz, the only carry-over from the source material. Cruz is beautiful but disengaged, possibly owing to her relative unfamiliarity with English at this point in her career, and she never displays any of the fire associated with later performances.

At the center of all of this, of course, is Tom Cruise. Present in nearly every scene, he uses his familiar livewire intensity to walk along the edge of madness. Interestingly, he also indulges in a strangely masochistic duel with his own image, at times trading his solid reputation as handsome leading man for both disfiguring facial makeup and a full-face mask obscuring his renowned visage entirely. (His interaction with a group of doctors proffering the mask results in probably the funniest line delivery of his career.) It’s a bold performance, but also quintessentially Cruise.

In the long run, the greatest contribution Vanilla Sky makes is as a central pillar in the ongoing meta-conversation that is Tom Cruise’s career. We conceive of the star as a man whose intense stare and tone betray an insanity barely being kept in check. His character here sits comfortably alongside other entries in the Cruise oeuvre, such as the righteous avenger of the Mission: Impossible movies, the clueless dilettante of Eyes Wide Shut, the angry manipulator from Magnolia, the determined martyr of Valkyrie, and the repeatedly-murdered hero of Edge of Tomorrow. It’s hard to say whether Cruise knows this and can’t resist tweaking the audience by exploiting what we already think we know about him, or if he simply can’t help steering toward projects that provide a glimpse of a troubled psyche. Either way, Vanilla Sky does make viewers feel like they’re getting a choice look into the soul of Hollywood’s brashest-yet-most-mysterious celebrity.

WHAT THE CRITICS SAY:

“Perhaps realizing that to begin reshuffling Amenabar’s complicated structure would bring down the whole deck of cards, Crowe scarcely touched it, changing only minor details, retaining important key dialogue and making his most significant contribution by moving the mood away from dark weirdness to one drenched in modern mores and rock ‘n’ roll. Plotwise, if you’ve seen ‘Open Your Eyes,’ you’ve seen ‘Vanilla Sky.'”–Todd McCarthy, Variety (contemporaneous)