Dennis and Dee are given the difficult decision of whether their grandfather Pop-Pop should continue to live on life support. Meanwhile, Charlie, Mac, and Frank search Pop-Pop's Nazi memorabilia for a dog painting said to be created by Adolf Hitler during his failed time as an artist.
When Philadelphia's trashmen go on strike, the Gang decides to go into business for themselves: Mac, Dennis and Charlie use a limousine to collect trash from Philadelphia's rich while Frank and Dee try to undermine the union by getting the city's garbage contract.
In this parody of zombie horror movies, Dennis, Mac, Frank, and Charlie are arrested after everyone goes on an insane rampage at the McPoyles' wedding, Dennis lives in fear of a horrible thing he did to his ex-wife Maureen, and Sweet Dee freaks out over her crashed car.
Charlie finally lets go of The Waitress and he and Dee find themselves mingling with society's elite; each manages to find a love interest that inspires them to stick around for a tennis tournament that gets out of control.
The Gang gets Freudian as they step into the therapist's office to work through their mountain of issues, but when Dennis thinks he has everyone figured out, the shrink turns the tables on him and exposes the insanity in his unique brand of pop psychology.
Charlie's mother says she has lung cancer and needs money for an operation. Meanwhile, Dee and Frank think Barbara is still alive and hiding money; and Dennis tries to shock some emotion into himself.
When Frank's old company runs into trouble, he puts on his CEO suit and heads into the corporate jungle, but his decision to make Charlie his right-hand man isn't the best; Dennis is mistaken for a Canadian businessman after finding his wallet at the bar and uses his new identity in disturbing ways.
Charlie, Dee, Mac, and Frank become immersed in an online role-playing game; Dennis goes inside a sensory-deprivation tank to answer questions about reality.
Every member of The Gang has something to celebrate at Guigino's, Philly's finest eatery, but when Mac and Dennis' private dinner is interrupted by an unexpected sighting of Frank and Charlie, the in-fighting begins. Dee also turns up at a table for one, and over the course of the night, the "one-ups-manship" soars to new heights.
Court is in session at Paddy's Pub as Frank and Dennis present their cases to the rest of the gang, resulting in a verdict that will change their lives FOREVER... but not really.