Best 4 coaches for Pickleball lessons near Brookline, MA

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!

"Charley's lesson was amazing. I told him my goals and he quickly pinpointed specific things I need to correct and work on. When I’m back in town I’ll try another lesson soon to build on this foundation.

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!

"Really, I gotta say, the lesson with Jon was quite helpful. He’s super knowledgeable and great at getting his lessons into your game. My girlfriend and I are taking the lessons together and we both felt like we learned a lot and had a good time. Jon has already helped me improve my transitions and soft game and helped her improve her drives and volleys. If you're aiming to sharpen your pickleball skills, you should consider giving Jon a try.

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.

"I found Mike’s session really sharpen my reflexes and the practice time paid off instantly, making rallies feel quicker and more precise. He blended clear feedback with just the right tempo, and the highlight about reflex work stuck with me, validating the focus. I’m energized to keep building on this momentum and ready for the next lesson. If you’re curious, Maestro’s coaching invites continued growth with a calm, practical approach. 🥎

Ignite your passion for pickleball! With 25 years of coaching experience, honed by competing as a college athlete, I offer personalized guidance to elevate your game. My expertise ensures you'll achieve your goals while enjoying every moment on the court.