Conor Sherry A.J. Gabriel LaBelle Moose Mika Abdalla Brooke Nick Robinson Shane David Costabile Judge Gillian Vigman Jean April Clark Leah Michael Bonini Randy Carmichael Christian James Rodney Carmichael Steve Berg Lester Kate Robertson Pryor Sherry J.D. Evermore Bill Workman Christian J. Velez Chris Bravo Gregg Gilmore Gambleholic Ben Cornwell Hard Charger Shannon Mosley Male Chaperone Trevor B. Nagle Brooke's Dad Amber Paul DMV Clerk (uncredited)