Jerry
Marge
Bill
Steve
Howard
Shirley
Doug [Selbee]
Dawn
Liz
Heather
DJ
Tyler
Eric
Maya
Mindy
Leon
Raj
Candace
Kellogg's Boss
Kellogg's Executive
Editor
Lottery Executive
Divorce Lawyer
Tyler's Dad
Country Club Investor
Rhoda
Winfall Ticket Cashier
Helen
Convenience Store Customer
Billy's Beverages Customer
Bill's Buddy Darryl (as Cameron Howell)
Liquor Store Clerk
Candy Buying Kid
Newsroom Mail Guy
Newscaster
Michigan Lottery Reporter
Massachusetts Lottery Reporter
Tori Kelly
Park Kid (uncredited)
Festival Patron / Townsman (uncredited)
Investor (uncredited)
Businessman (uncredited)
Danika (uncredited)
Board Member (uncredited)
Boyfriend (uncredited)
Tyler's Posse Member / Student (uncredited)
Kellogg's Executive (uncredited)
Jazz Music Attendee / Park Goer (uncredited)