Guest Stars Samaire Armstrong as Summer Edgecombe David Noroña as Osvaldo "Oscar" Ardiles Monique Gabriela Curnen as Tamsin Wade Nicole Bilderback as Francesca Ehrlich Jack Laufer as Stuart Davis Susan Gibney as Alice Burns Michael Whaley as Elwood Pierce James Jordan as Chuck Calloway Troy Ruptash as Matthew Gold Paul David Story as Carson Co Starring Porter Kelly as Chuck's Sister Ross Mackenzie as Marshall