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Dennis, Charlie, and Dee attempt to stage an intervention on Frank because they feel it's no longer fun to drink with him.
As a part of his attempt to become as depraved as possible, Frank attempts to seduce his former sister-in-law (Nora Dunn), who Mac is also interested in seducing.
This season sees the gang tackling the global recession in their own selfish, clueless ways, by exploiting the mortgage crisis and taking advantage of the nouveau pauvre homeless people living outside the bar thanks to the 2008 recession to growing the bar's brand by selling merchandise.
The gang also follow up on last season's musical episode by putting on a wrestling show for American troops stationed in Afghanistan and Iraq, with Frank also dresses up as a trash man for his wrestling-for-the-troops persona.
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The gang tries to expand their horizons by going on a road trip to the Grand Canyon.
Charlie tries to use it on The Waitress but he doesn't quite grasp the concept.
The Gang tells Dee that her boyfriend (from The Gang Wrestles for the Troops) is using the system on her.
They try to blackmail The Lawyer in to helping them.
Dennis reveals his foolproof system for seducing any woman to the rest of the gang.
The fifth season of the American comedy television series It's Always Sunny in Philadelphia premiered on FX on September 17, 2009.