It’s Always Sunny: 10 Funniest Schemes The Gang Took Too Far, Ranked

It’s Always Sunny In Philadelphia is, hands down, the funniest TV show that FX has to offer. Its 14th season is set to premiere this year. The show follows a group of morally ambiguous bar owners who are constantly trying to find shortcuts to the luxury life, and it always comes back to bite them in hilarious ways.

But with so many ways that the characters on this popular show have tried to make money, it’s hard to decide which one of their despicable schemes was the funniest. Luckily, we’ve compiled some of the top 10 schemes that went a bit too far.

10 Dennis And Dee Go On Welfare

Never underestimate how low these siblings will stoop to make sure they get what they want. It’s why we love them. In this episode, we see Dennis and Dee try out unemployment, thinking that the free money would be a sweet deal. Frank reminds them that unemployment wouldn’t last forever, and they would eventually have to go on welfare.

After Dennis tries to act like a recovering drug addict, while trying to pass Dee off as mentally handicapped, they were turned down, leaving them to actually get addicted to crack cocaine. This happens at the same time Mac and Charlie find out about Frank’s secret account and decide to splurge.

9 The Gang Exploits A Miracle

When Frank stumbles on a stain in his office that resembles the Bloody Mary, the man immediately saw dollar signs and phones the media about it. Frank advertises the stains and gets irritated when he doesn’t make enough money from the people who visit. A former classmate who is in the priesthood stops by and the gang remembers him as Rickety Cricket, a boy who had metal legs and a huge crush on Dee.

Frank convinces Dee to manipulate Cricket into blessing the stain, and her promises lead him to actually abandon the priesthood, where he slowly started a downward spiral from hard drugs.

8 The Gang Solves The Gas Crisis

With gas prices in Philly reaching an all-time high, the gang quickly jumped on the chance to turn this problem into profit. Their idea? Sell gas at a competitive rate, right at the person’s door. How would they get it? By siphoning gas from a fuel tank they found after being rushed away from a gas station.

They were unable to sell it back to the gas station so they started selling it from a lemonade-stand like a booth. Charlie and Mac get the bright idea to shoot off fireballs to get people’s attention, leaving Mac to get his head burned.

7 The Gang Buys A Boat

After selling their domain “dicktowel.com,” Mac and Dennis get their hands on $2,500. With the idea to buy a slick, P-diddy-ish type boat, and with Charlie and Frank’s ambition to start shrimping, the gang ended up actually buying a boat. While buying supplies for the boat, Dennis reveals he has dark things planned for the boat in the future. With a hilariously sociopathic bombshell dropped, we could understand Mac’s uneasiness.

They returned back to a trashed boat, lose the keys to the boat, and get irritated with Charlie at the idea of having to rent scuba gear to get them. The boat is destroyed in the end, with Charlie criticizing the investment choice.

6 The Gang Beats Boggs

Admiring Wade Boggs record of drinking 70 beers on a flight, the gang took it upon themselves to beat that. Each member wears a white t-shirt throughout the episode, with the number of beers consumed marked on them. The gang gets extremely drunk while Dennis and Frank see who can join the “Mile High Club” first.

This leads Frank to drug a college-student, and Dennis having to leave the group to get rid of the woman he took to the cargo hold. After 40 beers and some uppers, Dee immediately gets on the plane’s PA, getting the whole gang cut off.

5 The D.E.N.N.I.S. System

This is hands down Dennis’ best episode. Dennis brags he has the perfect method of attracting any female he wants and takes the gang through his process step by step. The D.E.N.N.I.S. System is highly manipulative, and it’s a clear indication of how much of a predator Dennis has the potential to be if motivated properly.

This episode shows him threatening the woman he likes over the phone with a voice modulator before rushing to her side to comfort her and become intimate with her before “Separating Entirely.”

4 Mac and Dennis Move To The Suburbs

After failing to find a suitable place in Philly in their price range, Mac and Dennis decide it would be best to move to the suburbs. Frank tells them that “city scum” like them could never make it in that life, and he bets them that if they fail, they would have to sleep with an old man in their bed for a year.

They accepted that bet, adding that if they did make it past their first month, Frank would have to pay their rent for a year. Things start off fine at first, but the pair quickly lose their sanity. Mac feeds Dennis their dog, and the pair eventually quit, forcing them to hold up their side of the bet.

3 Mac and Dennis: Manhunters

When Charlie and Dee steal some of Frank’s meat and fall in love with it, he tells them they have eaten human meat, and that they were now addicted. When Mac and Dennis overhear this, they decide to hunt the ultimate game: man. This leads them to put out traps in Philly to capture someone, specifically, Rickety Cricket.

They actually succeed by telling him that Dee wants to see him at Paddy’s Pub. Dee and Charlie’s craving for meat ends with them putting spices on a young kid’s arms. The entire episode is a downward spiral in terms of morals.

2 Dee Reynolds: Shaping America’s Youth

With a teacher being out of commission for one of Philly’s schools and Charlie getting a new job as a janitor, Dee tries to influence other students to pursue acting. The student’s don’t care, and she’s sad to see the teacher who gave her the inspiration not care either. With failed play attempts, and the students still losing interest in her, Charlie starts to become more and more popular amongst the school students.

Charlie even is called “The Professor” by them. She eventually leads the group of kids into Paddy’s Pub to see the gang’s rendition of Lethal Weapon 5.

1 Mac Day

Every member of the gang gets a set day of the month where the rest of the members have to do whatever they want, for a full 24hrs. This was Mac’s day, and in Mac fashion, it had to be over the top and completely nonsensical. He starts off by jumping off a bridge to prove how badass he is with his cousin Country Mac, whom the gang falls in love with.

He forces the gang to oil up bodybuilders, only strengthening their arguments that he should just come out of the closet as it would be better for him. The day ends with a massive brawl at a karate tournament due to an angered Mac.