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Jessi Cruickshank

Television Personality | Comedian

Jessi Cruickshank Headshot
Jessi Cruickshank

Renowned for her humor, quick wit, and authenticity, Jessi Cruickshank has been named the internet’s funniest mom (Today’s Parent) and has hosted some of television’s most popular programs, including MTV’s The Hills After Show, CBC’s The Goods, and Canada’s Smartest Person. She is a four-time host of the JUNO Awards Gala as well as a two-time host of the CCMA (Canadian Country Music Association) Awards. In 2018, Jessi created the award-winning digital series New Mom, Who Dis? which has since transformed into a global online community and destination for candid, honest, and always funny takes on motherhood.

Called “the funniest woman on TV today, period” by The Province, Jessi broke into comedy as the only girl in an all-male improv troupe alongside Seth Rogen. She soon became a household name as the face of MTV, hosting MTV Live and the smash hit, The Hills After Show, which secured her two Gemini Awards, was syndicated in 10 countries, and generated record-breaking ratings in both Canada and the US. She went on to host, produce, and write her own spin-off pop culture series, The After Show, and was an Etalk correspondent for six seasons.

In 2022, Jessi hit the road with her first sold-out, cross-Canada live tour, “Up Close and Too Personal”. She  followed up with her “Now That’s What I Call Live” tour in 2025, and with Evening Club – a wildly fun, judgement-free dance party – the following year. In addition, Jessi has released her debut stand-up comedy special, Minivan Money, which premiered on global streaming platform, VEEPS.

Jessi’s incredibly popular weekly podcast series, Phone a Friend, debuted as the #1 comedy podcast across all platforms in 2023, and continues to attract new listeners with celebrity guests and Jessi’s signature sense of humor.

A content creator and influencer with a loyal fanbase, Jessi has launched two collaborations — including holiday wear and a summer collection— with Canadian retailer Joe Fresh, both of which sold out quickly.

Jessi has also worked extensively with Plan Canada and Global Citizen, travelling to Kenya, India, and Ecuador to advocate for gender equality, education for all, and removing barriers that keep girls from reaching their full potential.

Mother to twin boys, Rio and Dray, and young daughter, Romi, Jessi splits her time between Los Angeles, Vancouver, and Toronto.

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