209. No Reaper Left Behind
The Devil sends Sam an attractive tutor to train him for the end times, but Sam plans to seduce her to gain information about how to defeat Satan.
• Tue, Apr 28, 2009
• Directed by Tom Spezialy
• Written by: Tom Spezialy
• Cast: Bret Harrison (Sam Oliver). Tyler Labine (Bert 'Sock' Wysocki). Rick Gonzalez (Ben Gonzalez). Missy Peregrym (Andi Prendergast). Andrew Airlie (Mr. Oliver). Donavon Stinson (Ted). Ray Wise (The Devil). Simone Kessell (Sally). Jenny Wade (Nina). Pesi Daruwalla (Pesi). Robin Nielsen (Delivery Guy).
210. My Brother's Reaper
Nina moves in with the guys after her place burns down.
• Tue, May 5, 2009
• Directed by Ron Underwood
• Written by: Chris Dingess
• Cast: Bret Harrison (Sam Oliver). Tyler Labine (Bert 'Sock' Wysocki). Rick Gonzalez (Ben Gonzalez). Missy Peregrym (Andi Prendergast). Andrew Airlie (Mr. John Oliver*). Donavon Stinson (Ted Gallagher). Ray Wise (The Devil). Armie Hammer (Morgan). Jenny Wade (Nina). Michael Weaver (Gary Martin). April Amber Telek (Phyllis). Michael Ian Black (Steve). Ken Marino (Tony). Pesi Daruwalla (Pesi). Chris Shields (Doctor). Jerry Getty (Corporate Rep).
211. To Sprong, With Love
Sam's assignment is to capture his former high-school biology teacher, whom everyone loathed.
• Tue, May 12, 2009
• Directed by Jamie Babbit
• Written by: Michele Fazekas and Tara Butters
• Cast: Bret Harrison (Sam Oliver). Tyler Labine (Bert 'Sock' Wysocki). Rick Gonzalez (Ben Gonzalez). Missy Peregrym (Andi Prendergast). Andrew Airlie (Mr. John Oliver*). Donavon Stinson (Ted Gallagher). Ray Wise (The Devil). Michael McDonald (Mr. Sprong). Jenny Wade (Nina). Charlie Weber (Xavier). Peter Benson (Bargain Bench Manager). Matty Finochio (Jordi Boone). Doreem Ramus (Bargain Brandon). Michael Teigen (Cheesy Dude). Kai Kennedy (Little Kid). Michael Strusievici (Second Little Kid).
212. Business Casualty
The Devil places Sam in a company that is a front for capturing souls. Also: Sam receives a message from his dad in hell with information about possibly escaping his deal with Satan.
• Tue, May 19, 2009
• Directed by Fred Gerber
• Written by: Matt Warshauer and Marlana Hope
• Cast: Bret Harrison (Sam Oliver). Tyler Labine (Bert 'Sock' Wysocki). Rick Gonzalez (Ben Gonzalez). Missy Peregrym (Andi Prendergast). Andrew Airlie (Mr. Oliver*). Donavon Stinson (Ted*). Ray Wise (The Devil). Matt Champagne (Phil). Jenny Wade (Nina). Catherine Reitman (Maggie). Matthew Harrison (Walter Randolph). Ken Marino (Tony). Lisa Marie Caruk (Avery). James Upton (Man in Suit). Darren Daurie (Janitor). Ellen Ewusie (Beautiful Female Customer).
213. The Devil and Sam Oliver
The second season concludes with Sam attempting to trap the Devil into playing a game to win back his soul.
• Tue, May 26, 2009
• Directed by Kevin Dowling
• Written by: Michael Daley
• Cast: Bret Harrison (Sam Oliver). Tyler Labine (Bert 'Sock' Wysocki). Rick Gonzalez (Ben Gonzalez). Missy Peregrym (Andi Prendergast). Andrew Airlie (Mr. Oliver*). Donavon Stinson (Ted*). Ray Wise (The Devil). Jenny Wade (Nina). Lupe Ontiveros (Ben's Grandmother). Christine Willes (Gladys). Rachel Cronin (Mary Pat). Timothy Webber (Priest). Michael Ian Black (Steve). Gustavo Febres (Jose). Pesi Daruwalla (Pesi). Paul Moniz de Sa (Roger).

