Private Lessons & Coaches in Winthrop, MA

As a passionate pickleball enthusiast and experienced tennis coach, I bring deep understanding of strategy, technique, and player development to the game. With years of coaching high-performance tennis players, my transition to pickleball was a natural evolution - one fueled by a love for competition, community and continuous learning. A major emphasis will be placed on placing the trainee on a path of self discovery for developing the student's ability to solve problems independently.

"Very knowledgable, emphasized technique and form, made the most of our 1hr intro lesson.

Tennis has been a lifelong love, with my journey extending to Lafayette College where I was a four-year starter in both doubles and singles. My teaching journey began in high school when I started instructing at local clubs and working as a counselor at tennis camps. Witnessing the transformation and improvement in other players' games is something I find incredibly rewarding. I'm here to help you take your tennis skills to the next level and share in your success on the court.

"Point out the issue I have and give training with patience

I’m passionate about fostering a love for tennis in players of all ages and skill levels. My decade of experience, coupled with my background as an experienced player, allows me to create engaging and effective training programs tailored to individual goals. As an ambidextrous player, I’m able to demonstrate and coach from both the forehand and backhand sides naturally, which gives students a unique visual and technical advantage when learning stroke mechanics, positioning, and shot development. In addition to tennis, I’ve played hockey and baseball throughout my life, which has given me a deep understanding of athletic movement, discipline, and cross-training techniques. I often integrate elements from those sports—like agility drills, hand-eye coordination work, and strength and conditioning regimens—that translate exceptionally well on the tennis court. Let’s work together to elevate your game!

"He’s a very attentive coach, and I had so much fun learning tennis from him!

I am former professional soccer player with a strong academy background in physical education holding both a university degree and master’s . I am a UEFA- licensed coach with over 9 years of experience working with youth players of different age groups and skill levels.My coaching philosophy focuses on developing not only technical and tactical abilities, but also confidence,discipline and a strong mindset. I create structured engaging and personalized training sessions tailored to each player’s

"Very experienced high level coach. He was prepared with a great mix of drills and interactive play. Excited for what he can bring out in our daughter. This is serious training.

Specialize in: Beginners/Just learning, Short Game (100 yards and in), Mental Toughness and approach… With nearly 35 years of experience in the game, I've honed my skills to become a 3 handicap golfer, competing competitively while also finding immense joy in teaching others. Whether you're a beginner taking your first swings or an intermediate player looking to refine your mechanics and mindset, I'm here to help. My goal is to guide you towards that 'aha!' moment and help you improve your game, whether it's through technical adjustments or mental strategies. Let's work together to unlock your full potential on the course!

"Our 4 year old is really interested in playing golf and we didn’t know what to expect since she’s a 4 year old but Chris worked with her the whole lesson, kept her engaged and she had a blast. We also grabbed a few great videos. Would recommend if you have kidos interested in taking a lesson.

I base training from these 4 anchors: 1. Athletic Development -> footwork patterns, reaction time, agility 2. Stroke Mechanics -> correcting technical inefficiencies 3. Spatial Judgement/Ball Tracking -> how to track the ball and judge spacing 4. Strategy/Tactics -> how to exploit opponents

"Great instructor, loved the energy and learned so much in the first session! Will definitely be booking more lessons with Sean

I love pickleball and the community it’s given me. Having learned from incredible mentors, I’m ready to pay it forward. A former 4-year HS tennis player, I’ve since competed in APA tournaments across all formats. My coaching is collaborative yet direct—I focus on technical skills to sharpen strengths and fix weaknesses. I offer flexible teaching tailored to what works best for you, always balancing improvement with genuine fun. All levels are welcome—let’s get on the court and level up!

Hello! My name is Aamyr Sullivan, and I’m a rising junior at Regis College and a 2x team captain and the starting point guard. Last year stats include: 12ppg, 4apg, 4rpg. Alongside my collegiate basketball career, I recently launched my own basketball training business focused on player development both on and off the court. Building more than athletes — developing confidence, discipline, leadership, and basketball IQ. Personal basketball skills trainer based in Weston, MA.

"• Always brings great energy and motivation to every session • Pushes you to improve while keeping training positive • Helped me get stronger, faster, and more confident • Creates workouts that are challenging and effective • Truly cares about helping people reach their goals • Professional, knowledgeable, and easy to work with • Training sessions are intense but enjoyable • I’ve seen real results since starting training