Charisa Bossinakis’ new show to feature at Sydney Comedy Festival


By John Voutos

Charisa Bossinakis will have the corners of your lips creasing at her invitation alone. Her invitation to join her at the Sydney Comedy Festival extends to all millennial and Gen-Z’ers no stranger to the modern-world struggle.

We’ve moved passed Orange Juice, Bossinakis’ sold-out 2020 show. Γιαγιάδες, less-than-perfect families, break-ups, and politics are now the contents of Charisa’s new show, Pineapple Juice.

This isn’t Charisa’s first time at the rodeo. Charisa broke off from a career in journalism to become a well-established comedienne on a roll, breaking out onto the scene with her sell-out show Boss in 2017 and now heading to the Sydney Comedy Festival four years later at Sydney’s Factory Theatre in Marrickville.

Charisa Bossinakis’ new show to feature at Sydney Comedy Festival.

Charisa is the family member that’s placed at the lower end of the table at family dinner occasions. As the “black sheep of her family,” her upbringing as a third-generation Greek Australian in a white Anglican school in Melbourne is touched upon in her act.

Pineapple Juice is reflective of an elevated sense of humour, one devoid of “sexism and homophobia” and “mean-spirits,” Charisa told The New Daily.

So what makes millennials laugh? Find out at Pineapple Juice in Marrickville’s Factory Theatre on May 1-2 as part of the Sydney Comedy Festival.

For more information or to buy tickets, visit:, and follow updates at




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