Jay
Silent Bob
Holden McNeil / Ben Affleck
Justice
Sissy
Chrissy
Missy
Federal Wildlife Marshal Willenholly
Chaka Luther King
Brodie Bruce / Banky Edwards
Dante Hicks
Randal Graves
Sheriff
Hitchhiker
Nun
Brent
Matt Damon / Will Hunting
Reg Hartner
Jules Asner
Steve Kmetko
Pumpkin Escobar
Gus Van Sant
Chaka's Production Assistant
Wes Craven
Shannen Doherty
Cocknocker
Silent Bob's Mother
Baby Silent Bob
Jay's Mother
Baby Jay
Baby Jay (voice)
Passerby
Teen #1
Teen #2
Quick Stop Customer
Cop
Suzanne
The Guy
The Dude
Bookish Girl
Redhead Beauty
Deputy
Cop #1
Cop #2
Cop #3
Cop #4
Cop #5
Pizza Delivery Guy
Miramax Security Guard Gordon
GWH2 Assistant Director / Willam Black
GWH2 Clapper Loader
Bluntman & Chronic Assistant Director
Bluntman & Chronic Clapper Loader
William Dusky
Suburban Kid
Receptionist
Steve-Dave Pulasti
Walt Grover the Fanboy
Tricia Jones
Alyssa Jones
Hooper
That Woman (God)
Morris Day
The Time
The Time
The Time
The Time
The Time
Jason Biggs (uncredited)
Bus Passenger (uncredited)
Blue Collar Man (uncredited)
Cigarette Smoking Man (uncredited)
Pretty Blonde Comic Book Shopper (uncredited)
Convenience Store Girl (uncredited)
Mooby's Extra (uncredited)
Ghost (uncredited)
Movie Director (uncredited)
The C.L.I.T. (voice) (uncredited)
Comic Book Shopper #1 (uncredited)
Extra (uncredited)
Clapper Loader (uncredited)
Bus Driver (uncredited)
Gus Van Sant's Assistant (uncredited)
Quiet Scott (uncredited)
Miramax Security Guard #2 (uncredited)
James Van Der Beek (uncredited)
GWH2 Extra Glaring at PA (uncredited)
Clark / Scott William Winters (uncredited)