Key Songs:
* "Swingin'" by The Squirrel Nut Zippers: This is the iconic theme song of the movie, instantly recognizable and perfectly encapsulates the vibe.
* "The Way You Look Tonight" by Tony Bennett: The song that plays at the start of the film, during the montage of Mike's dating woes.
* "You Oughta Know" by Alanis Morissette: The song that plays as Mike and Trent are heading to the club, capturing the intensity of Mike's feelings for the woman he's trying to impress.
* "Closing Time" by Semisonic: Plays during a key scene where Mike and Trent are hanging out at a bar, getting ready to go out.
* "The Best Is Yet to Come" by Frank Sinatra: Plays during the closing credits, providing a hopeful note to the film's bittersweet ending.
Other Notable Songs:
* "Interstate Love Song" by Stone Temple Pilots
* "She's So High" by Tal Bachman
* "Loser" by Beck
* "Sugar" by The Wrens
* "I Don't Want to Talk About It" by Everything but the Girl
* "A Little Less Conversation" by Elvis Presley
The film's soundtrack features a great mix of alternative rock, smooth jazz, and classic tunes that perfectly complement the film's themes of love, friendship, and self-discovery.