Grind (2003)

Grind is a 2003 American adventure, comedy film about four young aspiring amateur skaters Eric Rivers (Mike Vogel), Matt Jensen (Vince Vieluf), Dustin Knight (Adam Brody), and Sweet Lou Singer (Joey Kern) who are trying to make it in the world of pro skateboarding by pulling insane stunts in front of pro skater Jimmy Wilson (Jason London). The film has developed a cult following.

More at Wikipedia.

Cast:

• Guillermo Aguilar
• Summer Altice
• Bob "Bobcat" Goldthwait
• Liam Booth
• Alfred Briere
• Adam Brody
• Donte Calarco
• Christine Estabrook
• Shonda Farr
• Lindsay Felton
• Chad Fernandez
• Tom Green
• Jason Acuña
• Joey Kern
• Preston Lacy
• Jason London
• Bam Margera
• Christopher McDonald
• Ehren McGhehey
• Jennifer Morrison
• Erin Murphy
• Jake Muxworthy
• Brian Posehn
• Randy Quaid
• Stephen Root
• Ryan Sheckler
• Vince Vieluf
• Mike Vogel