Although Paul Rudd had had quite a few roles before 2009's I Love You, Man he was truly recognizable after his starring role in the comedy. After 10 years of its release, most remember Paul Rudd, Jason Segel, and Rashida Jones in the starring roles, but rewatching you might be surprised to realize how many big names had supporting roles in the movie.
The movie follows Paul Rudd's character as he realizes he doesn't have any close friends to be groomsmen for his wedding. On his journey to find friends he runs into a wide array of famous actors playing potential new friends or play a part of his family. Rewatching this movie turns into a game of I Spy as you recognize more and more actors throughout.
Jay Chandrasekhar
The 2001 Super Troopers star had the smallest part in this 2009 movie. He is at the poker game Paul Rudd's character tries to join to meet some new friends, blink and you'll miss him.
His character is friends with another top actor on this list and Rudd's character joins them and their group in an attempt to meet some cool dudes. Rudd ruins their boy's night when the festivities turn to drinking and he drinks too much alcohol.
Rob Huebel
Rob Huebel has shown up in a lot of your favorite shows either as a voice, such as numerous guest appearances on Bob's Burgers, or a supporting actor, such as a reoccurring character on FX's The League, or his starring role in Children's Hospital and the new Netflix revival Medical Police.
He plays Paul Rudd's annoyingly gross and overbearing co-worker that continually tries to take his Lou Ferrigno real estate listing. Rudd finally stands up to him and his manipulative ways in a comedic fashion.
Tom Lennon
You might not recognize the name, but you're sure to recognize this famous actor once you see him. If you're at all familiar with Reno 911, you'll certainly recognize him as he plays the starring role of Lieutenant Jim Dangle on the show, in the movie, and in the upcoming revival.
Paul Rudd's character lets his mom set him up with a guy to make a friend and he ends up going to dinner with Tom Lennon. Lennon's character misreads the signs and ends up kissing him by the end of the dinner.
Jon Favreau
This famous actor/director appears in the movie as the husband of one of Rashida Jones' best friends. The Disney and Marvel movie director has always been a popular actor, but it was fun and surprising to see him in this small role. When Rudd starts to look for a few good friends to stand at his wedding as his groomsmen he first turns to his fiance's friend's husband.
He and his friends play poker every week so Rashida Jones sets him up with her friend's husband. The night starts out awkwardly as Rudd obviously doesn't fit in with the group of close-knit friends, but they let him stick around. But everything goes south when the drinking games start and Rudd can't hold his liquor.
Aziz Ansari
Appearing in only a few minutes of the film is the now-famous comedian Aziz Ansari. I Love You, Man was released the same as the television hit Parks and Recreation that Ansari starred in as part of the main ensemble.
Before his stand-up specials and before creating, writing, and starring in Netflix's Master of None he had a small appearance in this Paul Rudd film as one of his fellow fencing buddies.
Nick Kroll
A few years before Nick Kroll's comedy sketch show aired in 2013, Kroll Show, he had a small part in this Paul Rudd film. He was buddies with Aziz Ansari's character and part of the fencing club Rudd was a part of.
Kroll's had a lot of success starring in FX's The League, creating and starring in Netflix's Big Mouth, and starring in Oh, Hello on Broadway with friend and repeated collaborator John Mulaney.
Lou Ferrigno
Lou Ferrigno plays himself in this movie and Paul Rudd's character is the real estate agent tasked with selling his house.
He's referred to as "Hulk" multiple times in the movie and puts Jason Segel's character in a chokehold when he makes him angry. He makes a few appearances and it's a funny reoccurring joke in the film.
J.K. Simmons
This famous actor appeared as Paul Rudd's dad in the movie. It was surprising to see a dramatic actor in the comedy, although he has had his fair share of comedy in his roles, such as J. Jonah Jameson in Sam Raimi's Spider-Man franchise.
It was fun to see him in another comedic role as Rudd's father in this movie that has a few iconic and quotable lines as he says Rudd's brother is his best friend, and of course Hank Mardukas.
Joe Lo Truglio
This movie had a reunion for Brooklyn Nine-Nine before the show ever aired. Both Joe Lo Truglio and our number one entry on this list appeared in a few scenes together in this movie.
Rudd's brother sets him up with Lo Truglio and they go to a soccer game together. It's a funny scene where we hear his "Elmo voice" as he screams cheers at the fans and almost gets into a fight. He has a few funny scenes in the movie, but him interacting with our number one pick, fellow Brooklyn Nine-Nine star, is the best part about them both being in the movie!
Andy Samberg
Andy Samberg completes the Brooklyn Nine-Nine reunion with Joe Lo Truglio as they have a few scenes together. Andy Samberg plays Paul Rudd's brother in the movie and is hilariously best friends with their dad, J.K. Simmons.
Being his gay brother, he gives Rudd's character advice on how to meet men without it seeming like a date, which fails when he goes out with Tom Lennon's character, but at least Samberg tries to give him advice. He has some nice moments between Rudd and Simmons and we always love seeing Samberg and Lo Truglio together!