Season 5, Episode 1: The Gang Exploits the Mortgage Crisis
Original Air Date 17 September 2009
While Frank buys a foreclosed house with intentions of selling it for profit, Mac and Dennis become hot-headed real estate brokers, and Dee takes advantage of a suburban couple looking to hire a surrogate mother.
Season 5, Episode 2: The Gang Hits the Road
Original Air Date 24 September 2009
The gang takes Dee's new subcompact car and a U-haul on the road with the intentions of hitting the Grand Canyon, and Charlie attempts to expand his horizons.
Season 5, Episode 3: The Great Recession
Original Air Date 1 October 2009
Mac and Dennis try to cut back Paddy's expenses by firing Dee and Charlie, and Frank figures out a clever way to keep the bar afloat.
Season 5, Episode 4: The Gang Gives Frank an Intervention
Original Air Date 8 October 2009
After Frank embarrasses himself at the funeral of a deceased relative, Dennis and Dee decide that it's finally time to give him an intervention for his reckless lifestyle.
Season 5, Episode 5: The Waitress Is Getting Married
Original Air Date 15 October 2009
Dee discovers that the waitress Charlie is obsessed with is getting married to her ex-boyfriend and plots to derail the wedding, while Mac, Frank and Dennis try to get Charlie back on the dating scene.
Season 5, Episode 6: The World Series Defense
Original Air Date 22 October 2009
Fighting a series of traffic tickets, Dennis, along with the rest of the gang, tell the judge about their horrific experiences at Game 5 of the Phillies' world series.
Original Air Date 29 October 2009
The gang decides to put on a wrestling show for troops returning home while Dee courts a soldier who doesn't seem like the person she's chatting online with.
Season 5, Episode 8: Paddy's Pub: Home of the Original Kitten Mittens
Original Air Date 5 November 2009
The gang attempts to create a merchandising angle for Paddy's when a convention comes to Philly.
Season 5, Episode 9: Mac and Dennis Break Up
Original Air Date 12 November 2009
Taking Dee's advice seriously, Mac and Dennis decide that they're too co-dependent on each other and need to spend time apart. Meanwhile Charlie and Frank help Dee out with a major cat problem in her apartment.
Season 5, Episode 10: The D.E.N.N.I.S. System
Original Air Date 19 November 2009
Dennis presents his fool-proof plan for picking up chicks, but soon finds that the gang each has their own fool-proof plans for one-upping each other.
Season 5, Episode 11: Mac and Charlie Write a Movie
Original Air Date 3 December 2009
After Dee gets cast as an extra in the new M. Night Shyamalan movie, Mac and Charlie see a perfect opportunity to pitch their script, while Frank becomes a casting agent for Dennis.
Season 5, Episode 12: The Gang Reignites the Rivalry
Original Air Date 10 December 2009
Mac, Dennis, and Charlie seek revenge on another bar after their 10 year ban in a local frat house beer pong tournament is lifted, but find they are in need of some serious practice. Dee discovers new skills and Frank wears tight pants.
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