Talented Bedfordview star celebrates 30 years on stage
Sideropoulos has performed and produced many shows in his hometown of Johannesburg.
Harry Sideropoulos is an award-winning stage actor, singer, voice-over artist, speaker, businessman and foodie.
This year, the Bedfordview resident celebrates 30 years on the stage.
He will take to the stage for Swingin’ Las Vegas 2025, starring the Johannesburg Big Band conducted by Adam Howard, and featuring Craig Urbani, Nadine and Timothy Moloi.
The production will run from May 16 to 25 at the Teatro, Montecasino.
Audiences can expect the glitz, glamour and sensational sounds of Las Vegas.
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Harry began his public career in the late 1990s on 94.7 Highveld Stereo’s Rude Awakening breakfast show and was an integral part of the show for six years before resigning to focus solely on his stage career.
Since then, he has performed and produced several shows in his hometown of Johannesburg and frequently appeared in America and Canada.
He has a passion for comedy and loves to sing jazz and the blues. He has won three Naledi Theatre Awards, with two nominations for his work on stage.
“I’m just a gigolo, and if you know Louis Prima, you know this tune is pure magic. He performed it in his Vegas residency, and it’s been one of my top 10 favourite songs to sing.
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“But why this song? Well, it’s all about sharing the stage with Craig. Last year, we tore up Me and My Shadow together, and it was a riot. So, I can’t wait to see how we’re going to blow the roof off with this one,” he said.
“Outrageous – that’s me, baby. Bigger, bolder and full of frolicking fun.
“I’ve got some seriously hot numbers lined up and, of course, more sequins because who doesn’t need more jackets covered in sparkles?
“The show features some of the best swing hits, like Luck Be a Lady and Lady is a Tramp, but we’re flipping things around with big band swing versions of Celine Dion, James Brown, Lady Gaga, Elton John and Oasis. It’s going to be epic.”
Some of Harry’s career highlights include his smash-hit comedy No Sugar, Canderel Please!, which ran for six years; Big Band Blast, which ran for two seasons, celebrating the big band swing genre; The Buddy Holly Story; and the Broadway hit musical Hairspray, in which he played Edna Turnblad.
“Performing with the Johannesburg Big Band, an 18-piece ensemble led by maestro Adam Howard, is unbeatable.
Add to that the incredible experience of performing in the iconic Teatro.
And, of course, being back on stage with those wild cats, Timothy and Craig, is the icing on the cake.
“I’m already looking forward to the backstage chit-chat, laughter and serious chin-wagging. I love these boys. And now, with Nadine in the mix, it will be a beautiful powerhouse of swingin’ fun.”
He also starred in The Greek, a comedy that premiered in Toronto and Montreal, and Seriously!?, his sold-out hit comedy that premiered at his pop-up theatre concept in Johannesburg.
He is preparing to spend three months in Greece this August, performing his new comedy material, before bringing it to Johannesburg and Cape Town early next year.
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More recently, Harry launched his brand of unique pop-up entertainment experiences nationwide.
While passionate about food, he never wanted to run a full-time restaurant. Instead, he creates pop-up culinary experiences for the corporate and private markets, blending his love of food and storytelling in exclusive, unique venues.
Harry is also a sought-after MC with a unique approach to entertainment. With his deep, gravelly voice, he becomes a ringmaster, combining his MC duties with comedy, song and audience interaction, all with playful frivolity.
Performances are Fridays at 19:30, Saturdays at 14:00 and 19:30, and Sundays at 14:00.



