Guest Stars Scott Nicholson as Colin Stiles Fisher Stevens as Hugo Baker Annabelle Dexter-Jones as Naomi Pierce Harriet Walter as Caroline Collingwood Holly Hunter as Rhea Jarrell Co Starring Zoe Winters as Kerry Castellabate Christine Spang as Lucy David Conklin as Customer Christopher Kelly as Stefan Strauss Chris Fulton as Max Selina Boyack as Theresa Dodds Jamie Richard-Stewart as Staff Member Stephen Innocenzi as Hot Dog Vendor Greg Powrie as Steve Dodds Christopher Chan as Kenneth Chan Albert Welling as Paul Dodds Diomargy Nuñez as Octavia Credit Only Justine Lupe as Willa Ferreyra Caitlin Fitzgerald as Tabitha