Main roles •
Michael Cusack as: •
Pim Pimling: a short, pink character and one of the primary protagonists of the Smiling Friends. Pim is primarily known for his cheerful and optimistic personality as well as being the most willing to help others in need. •
Allan Red: a tall, red character who works as an office manager at the Smiling Friends. Allan is primarily known for his deadpan personality and sarcasm towards others. Nevertheless, Allan is also known for being extremely dedicated to his job and has been shown to go through extreme lengths to satisfy his boss. •
Mr. Frog: a frog-like green demon who engages in extreme acts of unprovoked violence. Mr. Frog was a worldwide celebrity who began his career as the star of
The Mr. Frog Show, but would later become the
President of the United States,
emperor of the world and the wealthiest man on the planet. He eventually finds
inner peace which transforms him into a photo-realistic frog. • Cusack also provides many additional voices in each episode. Some include Professor Psychotic, a mad scientist who wishes to create life; Rex, the producer of
The Mr. Frog Show; and James, a man obsessed with Charlie who tortures him. Cusack also voices most characters with Australian accents. •
Zach Hadel as: •
Charlie Dompler: a large, yellow character and one of the primary protagonists of the Smiling Friends. Charlie is primarily known for his laid-back, cynical and pessimistic attitude, especially when compared to his best friend Pim, but has a genuinely good heart. •
Glep: a small, green character known for wearing a conical, purple hat and speaking in fast gibberish. He is typically seen relaxing in the company's break room. Born in
329, the third season's eighth episode reveals he was indirectly responsible for the
collapse of the Roman Empire and
the spread of the Black Death throughout Europe, as well as inspiring Mr. Boss to co-found Smiling Friends in 1992. • Hadel also provides many additional voices in each episode. Among the most prominent are Mip, a forest folk from the Enchanted Forest; DJ Spit, an unhinged amateur
SoundCloud rapper and thief;
Satan, the lord of Hell; Gwimbly, a 3D animated low-poly video game character; Mr. Landlord, a sociopathic landlord at Allan's apartment; and Squim, a fluidly animated smiley face stylized like a
Don Bluth character. • Marc M. as: •
Mr. Boss: the elderly and eccentric owner of the Smiling Friends. Despite his bizarre and sometimes disturbing behavior, Mr. Boss genuinely cares for all of his employees. • Marc M. also provides additional voices. Some include a man at the Brazil airport; a Goblin construction worker; and
Bill Nye.
Supporting cast • Joshua Tomar provides multiple one-off characters in every season of
Smiling Friends. Some of his well-known roles include an elderly-aged Glep (Charlie Dies and Doesn't Come Back), Troglor (Gwimbly: Definitive Remastered Enhanced Extended Edition DX 4K (Anniversary Director's Cut)), among other roles. • David Dore as Party Bro (or "Rotoscope Guy") / Forest Demon / Armzo / Critter Doctor / Blue Critter / additional voices •
Erica Lindbeck as Rex's Assistant / Jennifer the Barista / Mustard / Princess of the Enchanted Forest / Brittney / Maurine / Marge Simpson (not to be confused with the
Simpsons character) / Natasha / additional voices • Lindbeck also appears in live action as Vivianne • Rodrigo Huerta as Meep Society Lady / Jombo / Secret Service Agents / Fireman / Pim's brother / additional voices •
Chris O'Neill as Smormu James Carter / Mr. Frog Auditionee / Yeti • Hans van Harken as
Jimmy Fallon / Priest / Hell Faces / Bill / Alien / Mint-Green Critter / additional voices • Mick Lauer as Bug / Guy at the Gym / Crazy Cup / Elf / additional voices • Harry Partridge as Smormu Announcer / Grease / 3D Squelton / William Worm •
David Firth as Shrimp / Fillmore / Mole Man / 1347 Peasant / Pink Man /
Jimmy Durante • Monica Franco as Zoey / Waitress / Wendy Worm • Lyle Rath as Mr. Man / IGBG CEO / Renaissance men
Guest appearances (animated) Introduced in season 1 •
Mike Stoklasa as Desmond / Purple Alien • Stoklasa also appears as himself in live-action for a split second frame •
Finn Wolfhard as Squatter / various Bliblies • Nick Wolfhard as Graham Nelly / various Bliblies •
Tom Fulp as Alpha • Chills as Patron •
Jason Paige as Dream Singer •
Gilbert Gottfried as
God Introduced in season 2 •
Joel Haver as Doug • Marc Winslow as Pim's Spanish voice • Edson Matus as Charlie's Spanish voice •
Rich Evans as Brown Alien •
TruVoice Peter Adult Male #1 as Oscar-Jester •
Dana Snyder as Rotten the Snowman
Introduced in season 3 •
Conner O'Malley as Silly Samuel •
Jim Norton as
Mothman • Todor Manojlovic as Mother Nature's minions • Bill Butts as Mr. Ice Cream •
Dave Willis as Blart •
John DiMaggio as Uncle Bilbert
Guest appearances (live action) •
Jane Badler as Celebrity Show Host •
Jim Knobeloch as Mystery Show Host • Clyde Boraine as Policeman •
Perry Caravello as Simon S. Salty •
James Rolfe as himself (split second frame) •
Mike Bocchetti as President Jimble •
Doug Walker as Daniel the Demon Slayer • Abed Gheith as Tyler • Jeff Schubert as Basement Guy •
Creed Bratton as Father Frog • Bob McLean as Old Man •
Brian O'Halloran as himself • Emme Dillard as Allan's Muse • Qurban Ali as Bob (Friend-Bot unmasked) == Episodes ==