Top 8 coaches for Pickleball lessons near Middleborough, MA

Bio: James Crosson has had the prestigious honor of being selected out of 300 participants to become one of the 60 certified coaches by DUPR’s exclusive coaching program. James is registered as National Professional Pickleball DUPR coach, a National Pickleball Professional with the International Registry of Pickleball Professionals, A National Professional with the International Coaches Institute, A professional with the RPPk Registery of Pickleball Professionals, and has worked with the Tyson McGruff coaching program to deliver excellence in all categories of coaching Pickleball. For over 8+ years James has become an avid Pickleball player, and his love for the game is only exceeded by his passion for teaching others how to improve in all aspects of their Pickleball game! From teaching beginners to excel quickly into the Pickleball world, to teaching advanced techniques and strategies to already established players to improve on their game, there is nothing James won’t be able to show you! James is extremely personable to make you feel comfortable in your learning process, and his methodology is that learning Pickleball should be a fun experience instead of feeling like a chore. James is an all-around athlete and has a strong tennis background from 6 years at the Newport Tennis Hall of fame. He fell in love with Pickleball, and was the founder of the very successful Fall River Pickleball Group. James is very competitive and is constantly playing in Pickleball tournaments against some of the best players in the Rhode Island and Massachusetts area. To ignite your passion in beginning your Pickleball journey, or to overcome the obstacles holding you back from being the best Pickleball player.

Bio: Coming from a background in ping pong, Charley quickly became fond of pickleball during the tail end of COVID, gathering people from his church to play. Years later, as a World Pickleball Tour National Champion (January 2025) with a 4.5+ DUPR rating, Charley has reached the pinnacle of amateur competitive pickleball. With a Massachusetts teaching license and two years of coaching experience, he is passionate about helping players of all skill levels and age groups refine their techniques and develop a deeper love for the game. Additionally, he leads a weekly group and provides extra repetition with a ball-serving machine to maximize practice and improvement. Let’s take your pickleball game to the next level—let me know when you’re ready to get started!

Bio: My pickleball journey started in 2010 at a Maine camping resort, Point Sebago. As a seasonal camper for 10 years, I played and became a pickleball ambassador, teaching fellow campers the basics. My passion for PB grew, earning my instructor certification in 2020. Now, I am able to share my love for the game teaching for local town Rec Depts, private lessons, corporate and groups. I play 3-4 x week ok with friends and in tournaments. Join me on the court, where the joy of pickleball becomes a shared experience of learning and laughter.

Bio: As a former tennis player turned passionate Pickleball enthusiast, I've transitioned my skills, technique, and strategy into the world of Pickleball. I play nearly every day and have dedicated extensive time to mastering the game. In addition to my racket sports background, I have experience teaching and coaching wrestling at the collegiate level. Now, my goal is to foster the growth of Pickleball and help individuals or groups enhance their skills, whether for casual play or competitive purposes. Looking forward to raising your game and having a blast on the court!

Bio: Peter embarked on a pickleball journey in July 2023 following a period of personal challenges. Introduced to the sport by a friend, pickleball quickly became a cornerstone of Peter's life, facilitating a remarkable 37-pound weight loss and reigniting a sense of passion and purpose. With a strong foundation in tennis, soccer, and ping pong, Peter seamlessly transitioned to pickleball, now leveraging this experience to help newcomers jumpstart their own love affair with the sport, promoting health, happiness, and community along the way.

Bio: I’ve been playing for over 3 years and since then, I’ve learned a few things that will make you grow much faster in this amazing and addicting sport. How to properly move, how to hit dinks, how to drive and when to drive, if you really want, I can even teach you how to dive for balls (though, I don’t recommend it.). I can teach you how to play for recreational play or how to change your mindset to play for competitive tournaments.

Bio: A New Jersey native that moved to the South Shore MA area over 12 years ago. Steve is a consummate ‘educator’ that loves teaching at all levels, having worked as a professor at Rutgers University, Parks & Recreation tennis instructor, and coach for all of his children’s various sports endeavors. He was trained and certified as a pickleball instructor by PPA pro and current PPR managing director Sarah Ansboury. He also completed the USA Pickleball Youth Development program focusing on specific teaching methods for various age groups. Steve’s coaching philosophy is to ensure that pickleball is SAFE and Fun-Fun-Fun for everyone that picks up a paddle. He adjusts lesson / clinic content to meet the desired goal(s) of the student and does not employ a ‘cookie cutter’ approach. Every student has their own unique background and experiences, some even without any sports background of any kind. Steve is adept at leveraging these things to help student’s learn and improve their pickleball skills.