Sydney Fife is a fictional character from the 2009 romantic comedy film, I Love You, Man. He is portrayed by actor Jason Segel and serves as the best friend of the main character, Peter Klaven, played by Paul Rudd. Sydney is known for his laid-back personality and love for music, particularly classic rock. In the film, Sydney helps Peter navigate his struggles with friendships and relationships, particularly as Peter prepares for his upcoming wedding. Their bond highlights themes of friendship and the importance of having supportive connections in life. Sydney's character adds humor and depth to the story, making him a memorable part of the film.