Guest Stars Ray Romano as Hank Rizzoli Matt Lauria as Ryan York Kurt Fuller as Dr. Bedsloe Courtney Grosbeck as Ruby Rizzoli Chris Flanders as Coach Fulton Wen Yann Shih as Dr. Gibbon Shane Blades as Dylan's Dad Charles Emmett as Volunteer Coordinator Sergio Vasquez as Jack's Dad Thurz as Dwayne Cali as Dougie