As Joe Black in Meet Joe Black
Brad Pitt does a great job acting the part of the clueless angel of death with scenes that included him tasting peanut butter for the first time and speaking in a Jamaican accent to an elderly woman. That’s acting versatility right there. Meet Joe Black might not be one of Pitt’s better films, but if you ask any woman who’ve seen it, they’ll rightfully say it’s one of Brad’s best performances in a romantic movie.
As Benjamin Button in The Curious Case of Benjamin Button
Fifty-year-old Brad Pitt looks nothing like fifty-year-old Benjamin Button – so much for the magic of movie special effects. In one of the more complex roles of his careers, that also got him an Oscar nomination, Pitt takes on a character who is both a man-child and a child-man at different stages of his life because of a reverse aging disease. There are some great moments in the film where you really see the maturation of Pitt’s talents. What’s also great about the film is the narration by Brad Pitt, especially in the scene shown below:
As Billy Beane in Moneyball
The Moneyball year was a good year for Brad Pitt as he was nominated for a best actor nod for this film. The other film he starred in that same year, The Tree of Life was also nominated for a best picture award. In Moneyball, Brad Pitt plays Oakland A’s manager Billy Beane. In an NPR interview, Pitt exclaimed that he liked playing Beane because he was a professional baseball team manager who had a hard time managing his own team and his own family life. "I like him for his idiosyncrasies — that he can't watch the games without getting too emotional, that he often has food down his shirt, that he tends to break a few chairs now and then," Pitt says. "These things make him human."
As Detective Mills in Se7en
“What’s in the box? What’s in the box?” was probably a phrase I’ve often used at birthdays and Christmas parties whenever it came time to open presents. Of course, there are those few who didn’t get what I was talking about and I would frustratingly utter the words – “Brad Pitt? Se7en? The ending? Gwyneth Paltrow?” Pitt played the Detective Mills role so well that it was surprising he wasn’t pigeonholed to take on more “cop” roles in future films.
As Tom Bishop in Spy Game
I’ve always thought of Robert Redford as the future Brad Pitt. I think I’ve been right for the most part since the two have been consistently great in their movie careers. Tony Scott (RIP) did a great job in this film, especially with the chemistry between Pitt and Redford. Brad Pitt as CIA Tom Bishop is probably one of the coolest and “realest” CIA agents to ever appear on screen.
As Tristan Ludlow in Legends of the Fall
I’ve never been able to see this movie the whole way through. But, I’m sure your girlfriend has… about eight-hundred times. This was a defining career moment for Brad Pitt. Unfortunately, what most people will remember about this film is Brad Pitt’s long blonde hair. It probably overshadowed his acting chops because he was actually good in this movie. You can even say that this was his first epic movie role in an “Oscar-worthy” type film. Unfortunately, Legends didn’t get an Oscar nod for Best Film nor was Pitt recognized by the Academy for his performance. I guess the folks at the Academy Awards didn’t care much for the Brad Pitt crying scene.
As Jeffrey Goines in Twelve Monkeys
Crazy Brad Pitt is the best type of Brad Pitt. Sci-fi movie buffs love 12 Monkeys and have often exclaimed how good Pitt was as Jeffrey Goines. Hell, Brad Pitt was so good he got an Oscar Nomination for Best Supporting Actor in this role.
As Louis de Pointe du Lac in Interview with a Vampire
Even Brad Pitt was ahead of his time, cashing in on the whole “Vampire” culture phenomena decades before the Twilight boom. Playing alongside Tom Cruise, Pitt held his own in this gritty adaptation of Anne Rice’s novel. We also see Mr. Pitt playing the fatherly role to a little vampire girl played by a young Kristen Dunst.
As Achilles in Troy
Someone in the casting department got this right. Very right. I actually can’t think of another actor who could’ve played the role of Achilles. Brad Pitt beefed up physically for the role and his warrior look was as epic as the movie. Oh and the long blonde locks were back, and of course the ladies loved it. It was never in Pitt’s destiny to become a superstar action hero, but this role was probably as close as he’ll get. Now if only the studios decided to merchandise the film. Imagine kids playing with Brad Pitt Achilles action figures.
As Jesse James in The Assassination of Jesse James by the Coward Robert Ford
Although slow and dragging at times, this movie was actually great in terms of performances. Casey Affleck’s breakout role as Robert Ford was actually at par with Brad Pitt’s acting. The exchanges between them in the film were magnificent and it felt as though they were one-upping each other on screen. And that’s what’s great about this film, Brad Pitt’s own performance actually brought out the best in Casey Affleck, making the younger Affleck a respected actor in Hollywood.
As Mickey O'Neil in Snatch
In my opinion Guy Ritchie was the coolest director ever when Snatch came out. Being already a fan of Lock, Stock and Two Smoking Barrels, I figured it doesn’t get any much cooler than casting Brad Pitt in a movie about gangsters. Of course Brad Pitt’s movie prior to Snatch was Fight Club, another really ultra-cool movie. Snatch might not have been for everyone, but in terms of a fresh take on gangster themed movies with really interesting characters this is one of the best. There wasn’t much acting depth for Pitt in this one. Hell, he played Mickey O’neil a bare knuckle boxing Irish gypsy with a weird Northern Ireland accent. It wasn’t a major role nor was it a minor role. In reality, Ritchie gave Pitt the Mickey role because Pitt couldn’t master the English accent for the film. The things that made Pitt memorable in the movie were his tattoos and the boxing scenes. Pretty damn cool.
As Rusty Ryan in Ocean's Eleven, Twelve and Thirteen
Brad Pitt as Rusty Ryan in Steven Soderbergh's Oceans movies solidified Pitt even more in the elite Hollywood cool group. As George Clooney’s right-hand man in the film, Pitt and Clooney took the genre of heist films to new heights. Who knew having a crew of thieves and misfits could be so cool? This was another film that was well cast, and it was good enough to have spawned two more sequels.
As Jackie in Killing Them Softly
Brad Pitt as Jackie the hitman is one of Pitt’s more compelling performances. The Jackie character is a no-nonsense type of hitman and when things go wrong, he meticulously plans the next order of things to complete what he’s been told to do. But I can’t even lie, the movie was okay for the most part until the ending came around and Mr. Pitt as Jackie gives his little speech about capitalism in America. If you haven’t seen the film yet don’t watch the clip below.
As Lt. Aldo Raine in Inglorious Basterds
Great movie. Great cast. Great performances all around, especially Brad Pitt as Lt. Aldo Raine. Pitt even had some moments where he got to display his comedic chops. Everything went right for this movie, receiving an Oscar nomination for Best Film. It was well deserved and consider by many as Tarantino's best work.
As Tyler Durden in Fight Club
What's there to say about Fight Club? Oh wait, we're not supposed to talk about Fight Club. Brad Pitt alongside Edward Norton captured the essence of the film perfectly - angry dudes setting themselves free from society's ideals. Basically it's about not conforming to anything by way of dudes beating the crap out of each other in a dirty basement. So why is this Brad Pitt's best movie role? I believe this was the film that really put Brad Pitt on the map. Dudes wanted to be Tyler Durden. My high school classmates even started their own fight club in their parents backyard. I really think the character went beyond the movie. You wanted a six pack because Brad Pitt had six pack abs. A few music videos even popped up with story lines that resembled Fight Club. Even Brad's fashion in the film with the sunglasses and leather jacket were copied by many. If you didn't have a man crush on Brad Pitt before this movie, it was assured you would have one after watching it. You wanted to be both Brad Pitt and Tyler Durden in real life.
Brad Pitt just turned 50 and was given the front cover of the AARP magazine to celebrate his Birthday. Mr. Pitt has had a long illustrious career playing some of the most memorable characters to ever appear on screen. We took a look back at some of his films and picked out the 15 best roles he’s ever played. We judged them by how good the film was, his performance, how memorable the character was, and how pivotal the role was in terms of his career during that time period. Anyways, we think it’s a pretty solid list. We’ve also come to the conclusion that even at 50, most guys still want to be Brad Pitt. The ladies on the other hand, whether young or old still want to be with him. Sorry Angelina.