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  • Comment: Sourced to primary sources. Does not meet GNG. Princess of Ara 16:32, 27 July 2025 (UTC)

Classy Jester
Born
Olawuyi Toheeb Olatunde

(1999-05-26) 26 May 1999 (age 26)
NationalityNigerian
Alma materLadoke Akintola University of Technology
Occupation(s)Comedian, Content creator, Entrepreneur

Olawuyi Toheeb Olatunde (born 26 May 1999), known professionally as Classy Jester, is a Nigerian comedian, content creator, and entrepreneur. He is known for his soliloquy-style comedy skits, which feature monologue-driven performances. Classy Jester gained prominence on social media through short video content, and has collaborated with several brands while also launching his own business ventures.

Early life and education

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Classy Jester was born and raised in Ogbomoso, Oyo State, Nigeria. He developed an interest in entertainment during his school years, where he was often encouraged to pursue comedy. He is a final-year student of Statistics at Ladoke Akintola University of Technology (LAUTECH).[1][2]

Career

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Classy Jester began creating skits in 2016 with a friend. In 2019, he gained recognition after his comedy video titled "Owo Baba iTunes Card" went viral on social media.[3] He is known for his distinctive use of soliloquy skits, a monologue-based style he describes as his creative niche.[4][1]

During the COVID-19 pandemic, he shifted focus to online brand influencing and YouTube monetization.[5] He has since collaborated with several commercial brands and maintained a growing audience on digital platforms.

Style and influence

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Classy Jester’s skits are characterized by solo performances and internal dialogue. He cites Craze Clown as an influence and has explained that the name "Classy Jester" represents a “posh clown.”[6]

Business ventures

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In 2021, he launched an online gadget store named ClassyfonesNG.[7] He has also expressed plans to start a fragrance line.[3]

Philanthropy

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Classy Jester has mentioned supporting individuals in need through private efforts. He has stated plans to establish a charitable foundation in the future.[4][7]

Brand collaborations

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He has served as brand ambassador for:

  • 1XBet
  • FuretinXChanger
  • AsiwajuHerbs[6]

Personal life

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Classy Jester has publicly commented on celebrity relationships in the Nigerian entertainment industry. He has stated that he does not have children and expressed confidence that his own future marriage will be successful.[2][8]

References

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  1. ^ a b "Meet Classy Jester the skit maker". Vanguard. 2022-04-26. Retrieved 2025-07-24.
  2. ^ a b "Why I don't have baby mama –Classy Jester". The Sun Nigeria. 2022-01-22. Retrieved 2025-07-24.
  3. ^ a b Ogundepo, Janet (2022-12-31). "Before Stardom with Classy Jester". Punch Nigeria. Retrieved 2025-07-24.
  4. ^ a b "Anyone who wants to survive in comedy must create a niche – Classy Jester". The Guardian Nigeria. 2022-04-25. Retrieved 2025-07-24.
  5. ^ "Comedian Classy Jester: I've reasons to be grateful in 2020". The Nation. 2021-11-22. Retrieved 2025-07-24.
  6. ^ a b "Inspiration behind my stage name – Classy Jester, Skit maker". Vanguard. 2021-08-26. Retrieved 2025-07-24.
  7. ^ a b "Classy Jester launch gadgets store". The Nation. 2021-04-12. Retrieved 2025-07-24.
  8. ^ "Why Nigeria's alarming celebrity marriage crashes don't scare me – Classy Jester". The Sun Nigeria. 2022-04-28. Retrieved 2025-07-24.
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