Ed Helms as Tim Lippe

John C. Reilly as Dean Ziegler

Anne Heche as Joan Ostrowski-Fox

Isiah Whitlock, Jr. as Ronald Wilkes

Stephen Root as Bill Krogstad

Kurtwood Smith as Orin Helgesson

Alia Shawkat as Bree

Thomas Lennon as Roger Lemke

Rob Corddry as Gary

Mike O'Malley as Mike Pyle

Sigourney Weaver as Macy Vanderhei

Seth Morris as Uncle Ken

Mike Birbiglia as Trent

Inga R. Wilson as Gwen Lemke

Welker White as Dione Krogstad