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- A small company dedicated to bringing happiness to the world receives a simple request to help a woman's unhappy son smile again, but the job turns out to be more complicated than it seems.
- After beloved frog celebrity Mr. Frog gets into hot frog water, Pim and Charlie are tasked with helping the frog get things back on frog track. Meanwhile, Glep has a crazy side adventure that has the critics going wild.
- When a pathetic shrimp calls the Smiling Friends hotline after being dumped, Shrimpina, Pim and Charlie have very different ideas about how to handle the situation. The audience finally votes on the cool new fifth Smiling Friend, Smormu.
- Pim ventures into the forest across the road to fetch firewood for the office Halloween party.
- 2020– 11mTV-147.9 (1.3K)TV EpisodeWho is famous food tycoon Simon S. Salty? Why was he brutally murdered in his own restaurant? Who done did do that there murder? Huh?
- Pim and Charlie are beckoned into the mysterious Enchanted Forest by a princess and encounter all sorts of insane toon characters along their journey.
- A rival business moves across the street, much to the Boss's dismay. Nuff said.
- 2020– 11mTV-MA8.8 (1.4K)TV EpisodeIn the season finale, Charlie actually dies for real.
- 2020– 11mTV-MA7.7 (1.2K)TV EpisodeThe "Smiling Friends" finally get to relax in a beautiful Brazilian beach town; Pim works on his novel; Charlie binged a load of torrent shows on his portable hard drive; Allan and Glep enjoy some long-awaited chill out time at the beach.
- Episode: (2024)2020– 11m8.8 (910)TV EpisodeThe classic gang help a disgusting, vile loser they found on the streets. However, Allan sprays him with the hose.
- Pim and Charlie are appointed to help bring a smile to the United States President's face.
- Allan is tasked with finding more paper clips for the office.
- Mr. Boss of Smiling Friends, Inc. discovers the love of his life.
- After some of the Boss's usual tomfoolery, Pim and Charlie are tasked with helping a mad scientist with an egg dilemma.
- It tells the story of a thirty-four year-old boy named Pim who sets out to save his mother on Mars after she is abducted by Martians.
- Mr. Boss and Pim fight for their lives in a mysterious world called Spamtopia. Meanwhile, Charlie confronts Allan over something serious.
- After eating an ancient artifact, Pim mysteriously turns bright green, concerning his friends and rivals. At first, everyone is horrified, but eventually they learn to accept and love "The New Green Pim" in the season 2 finale.
- After beloved frog celebrity Mr. Frog gets into hot frog water, Pim and Charlie are tasked with helping the frog get things back on frog track. Meanwhile, Glep has a crazy side adventure that has the critics going wild.
- When a pathetic shrimp calls the Smiling Friends hotline after being dumped, Shrimpina, Pim and Charlie have very different ideas about how to handle the situation. The audience finally votes on the cool new fifth Smiling Friend, Smormu.
- 2020–TV Episode