Multi award-winning performer, and a rare presence who blends precision, humour, and humanity on stage. Fresh from the second acclaimed season of Swingin’ Las Vegas at Montecasino’s Teatro, accompanied by an 18-piece big band, multi-award-winning performer, Harry Sideropoulos, stands among Johannesburg’s most celebrated entertainers. He doesn’t perform at an audience, he performs with them, creating something immediate and alive.

For over 30 years, Harry has brought his energy, humour, and musical finesse to both the theatre, the kitchen and the corporate stage. Whether performing beloved swing standards, hosting a high-profile gala, cooking dishes from his mediterranean kitchen or injecting a room with his signature raspy voice, wit and boundless comedic charm, Harry delivers a level of polish and authenticity that audiences feel immediately. He doesn’t just entertain; he elevates the experience.

Harry carries a gift that doesn’t often appear in this industry. He takes the energy of a space and turns it into something charged, focused, and completely engaging. From large-scale functions to more intimate affairs, he tailors every performance with a heart, instinct, timing, and connection. It is for this reason that he’s consistently trusted by some of South Africa’s most recognisable corporate names.

After more than three decades in the business, he remains one of the most sought-after entertainers for corporate events and special occasions. His client list reads like a who's who of the corporate world, and when you see him take the stage, it’s easy to understand why. He continues to stay current, effortlessly reads diverse audiences, and delivers comedy gold every time he takes the stage. He's not just a stand-up comedian; he's a master storyteller.