But the reason critics spend so much time blabbering about the Academy Awards (and later recanting their enthusiasm) is because it’s the single biggest movie event of the year, and because it’s fun to calculate and predict what films will emerge victorious; it’s like Fantasy Football for the athletically disinclined. There can be an exact science to determining Oscar wins: For example, films with serious messages usually overshadow the more frivolous ones, dramatic acting tends to trump comic acting and subtlety is rarely awarded (which explains how the shallow, sermonizing “Crash” beat the quiet, thoughtful likes of “Brokeback Mountain,” “Good Night and Good Luck” and “Capote”).
That doesn’t mean, though, that the Oscars aren’t prone to surprise, and it’s the unexpected wins that make the ceremony worth watching (not the red carpet, not the overlong acceptance speeches, not the self-congratulatory tone of the entire proceedings). Following is a look at the nominees in the eight major categories and a brief commentary on them, as well as my predictions and preferences for those categories. At the end of the entry, I’ll post my predictions for the remaining categories (these are not necessarily my preferences, but they come pretty close).

The Curious Case of Benjamin Button
Frost/Nixon
Milk
The Reader
Slumdog Millionaire
For me, this is the most underwhelming batch of Best Picture nominees since 2004, when the only nominated picture that really blew me away was “Sideways,” which was the underdog in its category. Only two of this year’s nominees made my top ten list—“Milk” and “Slumdog Millionaire”—although I found admirable qualities in all five films: “Benjamin Button” was a visual masterpiece with cold characters; “Frost/Nixon” was an interesting, if exaggerated, historical drama; “The Reader,” which has been receiving the most vitriol from critics, was two-thirds of a great film. “Slumdog” seems to be the front-runner here—it’s the most universally lauded nominee, as well as the most honored (it’s already won top honors at the BAFTAs and Golden Globes). But “Milk” is, I think, the best film of the five: It is a moving evocation of a radical period in American history, it is told with passion and purpose, and it is anchored by Sean Penn in a breathtaking performance.
And speaking of “Slumdog Millionaire,” which I adored, there seems to be a backlash regarding the film now that it has garnered so many awards and nominations. What is it about a small film receiving mainstream success that so despises some people? Of the five nominated films, “Slumdog” is the only one that I would not consider Oscar bait—it is not a major Hollywood production, it was a festival favorite, it features no big-name stars and its characters speak multiple languages. What a refreshing change. I found it completely winning, and my suspicion is that if you didn’t like it, you’re trying too hard not to.
My Prediction: Slumdog Millionaire
My Preference: Milk

Danny Boyle – Slumdog Millionaire
Stephen Daldry – The Reader
David Fincher – The Curious Case of Benjamin Button
Ron Howard – Frost/Nixon
Gus Van Sant – Milk
This year, the Academy only gave nominations to the directors responsible for the five nominated Pictures. Usually there’s an outlier, a filmmaker who has been nominated when their film has not (David Lynch for “Mulholland Dr.,” Pedro Almodóvar for “Talk to Her,” Mike Leigh for “Vera Drake,” all of whom were the most deserving in their years), and I can’t rightly recall a time when such a director has ever won the award. The Oscars for Picture and Director usually go hand in hand, so if “Slumdog” wins Best Picture, Danny Boyle will likely get Best Director (he also won the Golden Globe, BAFTA and DGA awards, the latter of which ensures he has about a 90% chance of snagging the Oscar). He’s my personal pick, as well—although I preferred Gus Van Sant’s “Milk” as an overall picture, I admired Boyle’s direction more. It breathed life into the movie, and it brought everything together—the high drama, the light comedy, the romance, the Bollywood dance number—just perfectly.
My Prediction: Danny Boyle
My Preference: Danny Boyle

Richard Jenkins – The Visitor
Frank Langella – Frost/Nixon
Sean Penn – Milk
Brad Pitt – The Curious Case of Benjamin Button
Mickey Rourke – The Wrestler
What the Academy got right: Handing out nominations to the veteran character actors—Richard Jenkins (for his rich, textured, subtle work in “The Visitor”) and Frank Langella (snubbed last year for “Starting Out in the Evening,” reimbursed for his fascinating, complex interpretation of Richard Nixon). What they got wrong: Giving Brad Pitt a nomination for his languid performance in “Benjamin Button” rather than for his wonderful comic turn in the Coen brothers’ “Burn After Reading.” Still, a good batch of nominees, with Sean Penn and Mickey Rourke clearly the favorites. I’m going out on a limb, though, in favor of Rourke (who gave, I thought, the single best performance of the year). Penn’s work is amazing because it is so immersive, while the success of Rourke’s performance is directly related to his own personal anguish, and it is a simple yet deeply effective, honest and heartbreaking turn, as well as amazingly physical.
My Prediction: Mickey Rourke
My Preference: Mickey Rourke

Anne Hathaway – Rachel Getting Married
Angelina Jolie – Changeling
Melissa Leo – Frozen River
Meryl Streep – Doubt
Kate Winslet – The Reader
Everyone seems to be in agreement that Kate Winslet (who was, strangely, nominated for Supporting Actress everywhere else) will take home the Oscar for “The Reader.” She’s a brilliant actress, but she will not be rewarded because this is her best work. No, she’ll win because she has been nominated five times prior without ever taking home a statue, and the Academy likes to compensate the long-time losers. As for my personal pick (although I’m still upset that Sally Hawkins’ turn in “Happy-Go-Lucky” was wrongly overlooked), I’m debating between Melissa Leo and Anne Hathaway, both of whom are underdogs and both of whom created characters who felt so real. And am I the only person that liked Angelina Jolie in “Changeling?” I’m sure she’s being nominated purely for her scenes of high drama, but I thought she approached the role with much more nuance than she gets credit for.
My Prediction: Kate Winslet
My Preference: Anne Hathaway or Melissa Leo

Josh Brolin – Milk
Robert Downey Jr. – Tropic Thunder
Philip Seymour Hoffman – Doubt
Heath Ledger – The Dark Knight
Michael Shannon – Revolutionary Road
The supporting categories are the ones most susceptible to surprises, but a victory for Heath Ledger seems to be a sure thing. He was revelatory in “The Dark Knight,” creating a villain so terrifying, so calculating, so vile that every other superhero movie seems like child’s play in comparison. Whether or not his death will weigh on his Oscar success is debatable (he will be the second posthumous winner, the first being Peter Finch for “Network” in 1976), but it’s impossible to deny the maniacal invention of his interpretation of the Joker. It would be a shock if anyone else wins tonight, but stranger things have been known to happen. Let it also be said that Robert Downey Jr. and Michael Shannon are inspired choices, and they were the best parts of the films for which they’re nominated.
My Prediction: Heath Ledger
My Preference: Heath Ledger

Amy Adams – Doubt
Penélope Cruz – Vicky Cristina Barcelona
Viola Davis – Doubt
Taraji P. Henson – The Curious Case of Benjamin Button
Marisa Tomei – The Wrestler
There doesn’t really seem to be a front-runner in this category, although Penélope Cruz has been labeled by some as the favorite. Although she was great, and although Marisa Tomei broke my heart in “The Wrestler,” the single best female performance of the year, supporting or otherwise, came from Viola Davis in “Doubt.” She shows up nearly an hour into the film and is on-screen for only ten minutes, but she is absolutely stunning. This is a risky prediction (Roger Ebert made the same one), but I think Davis could (and should) take home the award, mainly because the span of her performance is concentrated: In the course of one scene, she lays it all out on the table, and never before have I seen such a minor character so richly defined. Anyone, though, could win in this category, and I think it’s the only category that’s entirely up in the air.
My Prediction: Viola Davis
My Preference: Viola Davis

Frozen River
Happy-Go-Lucky
In Bruges
Milk
WALL-E
A good, creative batch of nominees, and all (save for “WALL-E”—could its script have been more than forty pages long?) from under-the-radar pictures. “Frozen River” was a painfully realistic look at a poor woman’s desperation to help her family; “In Bruges” was a quirky thriller that expertly blended violence, comedy and pathos; and “Happy-Go-Lucky,” written using Mike Leigh’s signature free-form style, focused on a bubbly British woman with a lust for life. But I predict that “Milk” scribe Dustin Lance Black, who has never before penned a feature-length screenplay, is going to take the Oscar. Although I’d love to see Leigh finally win (he’s been nominated five times prior), Black will be awarded for his virtuoso writing, his intriguing characters and the sense of immediacy and importance he brought to the film.
My Prediction: Milk
My Preference: Happy-Go-Lucky

The Curious Case of Benjamin Button
Doubt
Frost/Nixon
The Reader
Slumdog Millionaire
What I love about “Slumdog Millionaire”—more than Danny Boyle’s effervescent direction, more than the colorful Indian locations, more than the charming young actors—is Simon Beaufoy’s script. I love the game show framing device, the jumbled timeline, the old-fashioned story; some find it contrived, but I found it invigorating. Quoting my original review: “Just reading the synopsis makes you want to see the movie, doesn’t it?” We have seen countless underdog stories brought to the screen before, but never one that has been told like this: I admire pictures that make old themes relevant again, that entertain and affect us even though they travel on well-trodden paths. “Slumdog Millionaire” does just that.
My Prediction: Slumdog Millionaire
My Preference: Slumdog Millionaire
Further Predictions:
CINEMATOGRAPHY
The Curious Case of Benjamin Button
EDITING
Slumdog Millionaire
ART DIRECTION
The Curious Case of Benjamin Button
COSTUME DESIGN
The Duchess
MAKE-UP
The Curious Case of Benjamin Button
ORIGINAL SCORE
Slumdog Millionaire
ORIGINAL SONG
Jai Ho - Slumdog Millionaire
SOUND
The Dark Knight
SOUND EDITING
The Dark Knight
VISUAL EFFECTS
The Curious Case of Benjamin Button
ANIMATED FEATURE
WALL-E
FOREIGN FILM
Waltz with Bashir
DOCUMENTARY
The Curious Case of Benjamin Button
EDITING
Slumdog Millionaire
ART DIRECTION
The Curious Case of Benjamin Button
COSTUME DESIGN
The Duchess
MAKE-UP
The Curious Case of Benjamin Button
ORIGINAL SCORE
Slumdog Millionaire
ORIGINAL SONG
Jai Ho - Slumdog Millionaire
SOUND
The Dark Knight
SOUND EDITING
The Dark Knight
VISUAL EFFECTS
The Curious Case of Benjamin Button
ANIMATED FEATURE
WALL-E
FOREIGN FILM
Waltz with Bashir
DOCUMENTARY
Man on Wire
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