Early Life and Education of Chris Fleming (comedian): A Complete Timeline

By Popular Timelines Editorial Team · Updated: March 6, 2026

Discover the defining moments in the early life of Chris Fleming (comedian). From birth to education, explore key events.

Chris Fleming is an American comedian and actor recognized for their YouTube series Gayle, where they portray the character Gayle Waters-Waters. Their unique comedic style has garnered attention, leading Variety to acknowledge them as one of the '10 Comics to Watch for 2019'. Fleming's work primarily revolves around absurdist and character-based comedy, often utilizing physical humor and distinctive vocal delivery to create memorable and unconventional performances.

Sections (3)

Full Timeline Early Life & Education Career & Achievements

January 29, 1987: Chris Fleming is born

On January 29, 1987, Chris Fleming, an American comedian and actor, was born.

2009: Graduation from Skidmore College

In 2009, Chris Fleming graduated from Skidmore College with a degree in theater and was one credit short of a minor in dance.

2010: Move to Los Angeles

In 2010, Chris Fleming moved to Los Angeles after signing with the talent agency who managed Dane Cook, later finding their manager had become a chef.

January 2012: Meeting L.A. comedians at Dane Cook's house

In January 2012, Chris Fleming attended a party at Dane Cook's house to meet successful L.A. comedians, feeling out of place due to their androgynous clothing and lack of football knowledge, which led to an embarrassing encounter with Bill Burr.

January 22, 2012: Dane Cook tweets photographic lineup of comedians at the party

On January 22, 2012, Dane Cook tweeted a photographic lineup of comedians at the party, including Chris Fleming.

2015: Regret over virality of "COMPANY IS COMING"

In 2015, Chris Fleming expressed regret that the viral short "COMPANY IS COMING", featuring the Gayle character, became the series' best-known project.

2016: Definition of manhood

In 2016, Chris Fleming gave a definition of manhood.

2018: Lampoon of viral video as Faustian deal

In 2018, Chris Fleming lampooned their viral video "COMPANY IS COMING" as a Faustian deal with a demon named Davis, highlighting the consequences of viral fame.

2019: Character Origin of Gayle

In 2019, Chris Fleming described the origin of the character Gayle, developed through their stand-up comedy, highlighting the character's high-strung and eccentric nature as a suburban mother.

2019: Fleming's comedic process

In 2019, Chris Fleming described their comedic process to WBUR-FM.

2019: Preferred pronouns

In a 2019 interview with The Peak, Chris Fleming stated that "Anything works for me" when asked for their preferred pronouns.

2020: "Sick Jan" and "DePiglio" as personal favorites

In 2020, Chris Fleming stated that "Sick Jan" and "DePiglio" were their personal favorite videos on their YouTube channel.

2022: Description of perceived appearance

In 2022, Chris Fleming described how they are perceived by others, comparing themself to "a cocker spaniel who is bi at best", a "woman from the woods", and "an American Girl doll that got left out in the rain", noting their position in the "order of operations" at restaurants.

2022: New York magazine asks about similarities to Deirdre

In 2022, New York magazine asked Chris Fleming about the similarities between "Sick Jan" and Deirdre from the 2022 film Everything Everywhere All at Once.

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