Guest Stars CCH Pounder as Mrs. Irene Frederic Chryssie Whitehead as Claire Donovan Megan Gallagher as Dianne Hewlett Mark Deklin as Ted Simkins Janet Varney as Elise Meyer Co Starring August Winter as Claire T.J. McGibbon as 1999 Claudia Teresa Pavlinek as Tager's Secretary Fiona Byrne as Claudia's Mom Simu Liu as Bartender David Tompa as Gavin Tager Danielle Bourgon as Booth Owner Stephen Sparks as Congressman Emily Alatalo as Julia Helmsworth Brian Paul as Senator Wilson Karen Glave as Nancy Malloy Peter Valdron as Claudia's Dad