Dean Jenkinson

Award-winning Comedian, Staff comedy writer This Hour Has 22 Minutes

About Dean Jenkinson

Dean Jenkinson is a Winnipegger and proud of it. Dean Jenkinson tours the country regularly, performing his unique brand of clean stand-up comedy from coast to coast for corporate and convention clients. Since starting his comedy career over a decade ago, this young veteran has gone on to numerous national television and radio appearances. Comedian Dean Jenkinson ‘ He’ll make you think. He’ll make you laugh. He’ll make you think you’re laughing.

Dean Jenkinson is an award-winning comedian and comedy writer in Winnipeg, Canada. He’s currently a writer for CBC’s This Hour Has 22 Minutes. Dean wrote the 22 Minutes sketch “Sponsor An Executive” which despite being geo-fenced in Canada has been viewed over 1.3 million times on YouTube. He’s written for several Just For Laughs specials, creating material for such acts as The Muppets, Joan Rivers, Neil Patrick Harris, Sarah Silverman, and cast members from The Big Bang Theory.  

Dean Jenkinson is also a sought-after comedy writer, having written on the Global TV sitcom ‘Big Sound’ and the CBC Radio programs ‘What a Week’ and ‘The Irrelevant Show’. CBC news viewers recognize Dean Jenkinson from his award-winning satirical commentaries on shows like ‘Canada Now’ and ‘Saturday Report’. He is heard every Friday morning on CBC Manitoba’s ‘Information Radio’ as ‘The Headliner,’ singing an original comedy song from the week’s headlines.

When he's not writing comedy or performing in a comedy club, Dean entertains at corporate and community events across Canada. He's the perfect emcee for your event or awards night, or as after-dinner entertainment for your conference, fundraiser, or Christmas party.


Client Reviews

  • “Thank you for an excellent performance last night at our conference. As in the previous times we’ve hired you for special events, you were able to get the crowd laughing hysterically and raise their spirits. You’re becoming the entertainer of choice for the City of Winnipeg. It’s always great to end an evening on such a positive note and have people buzzing about your performance for days afterward. I would highly recommend your services to anyone wanting to entertain a group of people at any kind of gathering or conference.” – Canadian Public Works Association – Manitoba Chapter
  • ‘Thank you for an excellent performance that left our customers laughing out of their seats, even though it was only 8am!’ – Canadian Tourism Commission
  • ‘Top-notch entertainment ‘your comedy was unsurpassed by any others we have had. When people are re-telling the comic’s stuff three days later you know he has had an impact.’ – Western Canada Dental Association
  • ‘The Sears group found your show very funny and entertaining, they wanted to keep you on stage longer.’ – Sears Canada
  • ‘We wish to express to Dean’s future clients a hearty recommendation, and to ensure them that they can be confident of a great performance by a sensitive and capable professional.’ – MacDon Industries

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Awards & Designations

  • Canadian Comedy Award - Winner
  • Canadian Screen Award - Winner
  • WGC Screenwriting Awards - Winner
  • Gemini Award - Nominee

Career Highlights

Comedy Writer

  • This Hour Has 22 Minutes - Staff writer since 2007
  • Just For Laughs - Montreal Comedy Festival
  • Halifax Comedyfest
  • Winnipeg Comedy Festival
  • Sunnyside

Notable Live Appearances

Stage Appearances With:

  • Great Big Sea
  • The Commitments
  • The Nylons
  • ‘Weird Al’ Yankovic


  • Winnipeg Comedy Festival - CBC
  • Comedy Now! - CTV
  • The Debaters - CBC
  • Royal Canadian Air Farce - CBC