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Michael was born and raised in Port Elizabeth. He attended the famed Grey High School, one of the best sporting schools in South Africa. As a junior, he was ranked the top tennis player in Eastern Province for multiple years and was ranked the 6th top player nationally as well as the top player at Nelson Mandela university for 5 years.

He came to Cayman in 2021 to coach tennis and immediately started playing Pickleball. By early 2022 he had become (and remains) the highest ranked player on the island and was one half of the pair that won the inaugural Cayman Islands Open Pickleball Tournament.

Michael is Pickleball Cayman’s Head Coach, a PPR Certified Coach and provides both private lessons and group clinics.



Meet Dana Karani, a passionate pickleball enthusiast whose journey in sports began on the tennis courts of Germany during his childhood. After transitioning to pickleball over two years ago, Dana discovered an unmatched passion for the sport and a strong desire to share its joy with others.

With a rich background of 18 years in hospitality, Dana possesses a remarkable ability to connect with people from all walks of life. Combined this with his genuine love for pickleball, and you’re guaranteed to have a fantastic time on the court.

Dana holds a PPR certification, and has proudly represented the Cayman Islands in the International Hungarian Pickleball Open. Involved in the Cayman pickleball community from its inception, Dana’s coaching approach draws from various facets of the game, ensuring that he can tailor his guidance to elevate your playing style.

Join Dana for an exciting journey to enhance your pickleball skills and enjoyment of the game at Pickleball Cayman.

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Steve Thompson

Growing up in Cayman with the local tennis club as a second home during his formative years, Steve is now a passionate and experienced pickleball coach dedicated to helping players of all levels reach new heights. With his decades-long background in tennis and a 4.5 level pickleball player himself, Steve’s coaching approach is backed by a wealth of knowledge and high-level strategies borrowed from professional players. He is a PPR Certified Coach with over two years of pickleball coaching experience, specializing in beginner basics, technique fundamentals, footwork, shot selection, and high-level strategy.

Steve’s coaching style is fun, supportive, and focused on creating a positive learning environment. He believes in the importance of teamwork, sportsmanship, and maximizing enjoyment on the court. Constantly learning and staying up-to-date with the latest trends in pickleball gameplay and equipment technology, Steve attends professional tournaments and regularly engages with the wider pickleball community. His unique perspective, derived from his exposure to various sports at a high level, allows him to extract valuable skills and incorporate them into his coaching methodology.

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Dylan grew up playing club tennis in Cincinnati, Ohio. He found pickleball in 2011 in Boise, Idaho where he currently resides. He has been playing 5.0 level pickleball for more than 8 years, winning multiple medals at the 5.0 and pro level. Dylan currently competes in senior pro PPA series as well as multiple open tournaments each year.

Dylan has more than 6 years coaching experience and is a PPR Certified Coach. He is passionate about helping clients improve their game and achieve their personal pickleball goals. Dylan’s teaching style focuses on helping clients improve their form and strategy while having fun on the pickleball court! Experienced in coaching clients from beginner through advanced level, Dylan can offer skill and mental development necessary to move your game to the next level. He is often recognized for his ability to help people develop the strategies used by high level players as they work on the form and skills necessary to compete at the highest levels.

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Jerry hails from London, England but has made Cayman his home for over 20 years. He was introduced to Pickleball while living in Whistler BC during Covid and quickly became obsessed with the strategic side of the game. Having essentially brought the game to Cayman in January 2021 when he opened two courts at his house and invited friends across the island to come and play, he began teaching them the nuances of the game.

Often heard shouting phrases such as “Stop playing tennis on a pickleball court!” and “Left toe!”, Jerry’s enthusiasm for the game goes beyond just playing. He believes that technical ability will only get you so far – it is tactical ability that will take you to the next level – and is keen to share that knowledge with players who have the same mindset.

Jerry is a PPR Certified Professional, the highest level of coach awarded by PPR.