Guest Stars David Berman as Dr. David Phillips Marc Vann as Conrad Ecklie Sheeri Rappaport as Mandy Webster Darris Love as Det. Ezekiel Holstein Jake McLaughlin as Matt Bartley Danneel Ackles as Shasta McCloud Al Pugliese as Benny Manduccit Ken Lerner as Jerry Nivens Neil Jackson as Michael Bowie John Ross Bowie as Peter Ellis Karina Lombard as Pippa Sanchez Melanie Paxson as Nanci Katz Tyler Kain as Christin Gillis Brando Eaton as Rodney Banks Heidi Lynne Herschbach as April Kissimee Mary Gordon Murray as Mona Nivens Michael Olifiers as Frankie Manducci Nathan Halliday as Vincent Bartley William Wellman, Jr. as Hampton Huxley