Guest Stars August Emerson as Malcolm Levitan Mark O'Brien as Tom Rendon James Cromwell as Jacob Wheeler Ross Philips as James Bosworth Skylar Astin as Jessie Evans Robert Treveiler as Timothy Bondham Michael Irby as Bernie Co Starring Alana Cavanaugh as Haley Clark Cooper Andrews as Yo-Yo Morgan Hinkleman as Joanie Clark Nick Pupo as Carl Gabriel Manak as Arki Joshua Hoover as Bodie J. Elijah Cho as Wonderboy Justin Randell Brooke as Dave Mann Alfonso as Robert Amy Parrish as Real Estate Agent Langley McArol as Paul Ashlee Heath as Paralegal James Patrick Freetly as Attorney Julie Ivey as Diane Heather Gilliland as Receptionist Michael Crider as Joel Stern