Adrian Monk
Natalie Teeger
Lieutenant Randy Disher
Captain Leland Stottlemeyer
Dianne Brooks
Kyle Brooks (as Brian Mcnamara)
Clinic Doctor
Todd (as Reginald Veljohnson)
Simon (as Charles Chun)
Younger Trudy
Younger Monk
Drew Cooney
Delivery Man
Alumni Husband
Uniform Cop (as Cutter Mitchell Garcia)
Gertrude
Alumni Wife
Dennis
First Student
Woman at Next Table (as Julie Sanford)
Alumni Two
Alumni Chairwoman
Juliette
Katherine Rutherford
Bartender
Alumni One