Coaches

Scott Fliegelman

Scott Fliegelman brings a lifetime of high-level competition, deep athletic experience, and a genuine love of the game to every court he steps on. A former Division I tennis player who competed professionally, Scott spent years immersed in endurance sports and high-performance training before discovering pickleball in 2019 — and quickly rising to become a top-10 senior player in both doubles and singles. Known for his strategic mind, competitive edge, and passion for continuous improvement, Scott has competed against the best players in the country, including in the National Pickleball League, where he served as a team captain and mentor. What truly sets Scott apart, though, is his ability to connect with players — he believes the heart of pickleball lies in teamwork, trust, and camaraderie, and he brings that philosophy into every coaching session. Travelers can expect thoughtful instruction, smart strategy insights, and a supportive environment that helps players elevate their game while enjoying the experience. Spending a week on court with Scott means learning from someone who not only understands high-level competition, but also loves helping others grow and have fun along the way.

Ali Vassigh

Ali Vassigh is a certified pickleball coach and true enthusiast who lives and breathes the game, playing 2–3 hours a day, five days a week, and competing in numerous tournaments. With a passion for both performance and play, Ali brings energy, experience, and a love of the sport to every session—helping players elevate their skills while keeping the game fun, social, and unforgettable.

Join him for a pickleball vacation where improvement comes naturally, laughter is guaranteed, and every day on the court feels like a getaway.

Kelly Mada

Coach Kelly Mada is a certified PPR coach with over six years of experience helping players elevate their game with clarity and confidence. As a competitive tournament player and medalist, she brings real-match insight into every session—bridging the gap between practice and performance.

Kelly is known for her ability to quickly assess each player’s unique strengths and challenges, allowing her to tailor instruction that meets players exactly where they are—and moves them forward efficiently. Her coaching style is both strategic and supportive, focused on building solid fundamentals, smarter decision-making, and consistent execution under pressure.

A strong believer that mental fitness is just as important as physical skill, Kelly integrates mindset training into her coaching, helping players develop focus, resilience, and confidence on the court

Dave and Tracy Wilcox

Dave and Tracy Wilcox bring more than 30 years of coaching experience with athletes and have taught more than 5,000 pickleball players. As club owners and full-time instructors, they work with everyone from first-time players to advanced competitors. Their complementary strengths create a well-rounded learning experience: Dave specializes in court awareness, strategy and decision-making, while Tracy focuses on stroke development, specific skills and the mental side of competition.

Their coaching goes beyond how to hit a shot to help players understand when and why to use it. Through progressive drills and live play, participants explore shot selection, third-shot options, movement through the transition zone and effective teamwork. The goal is to help players recognize patterns, make more intentional decisions and leave with practical skills they can continue developing at home.

Sarah Bowman

Sarah Bowman brings a strong competitive background and a passion for teaching to the pickleball court. A former nationally ranked junior tennis player and Division I college athlete, she went on to compete in senior professional pickleball singles and doubles. Her experience as both an athlete and an educator informs her work with players ranging from complete beginners to tournament competitors.

Sarah has a particular strength in helping tennis players adapt their skills to pickleball, recognizing the habits that transfer well and those that need adjustment. Her coaching draws on her competitive experience to help participants develop their skills and deepen their understanding of the sport. Whether you’re establishing a foundation or pursuing more competitive play, Sarah brings an athlete’s perspective and a teacher’s commitment to your progress.

Rachel Kelterer

Rachel Kelterer brings a lifetime of racket-sport experience to her positive, encouraging approach to pickleball instruction. A former Division I college tennis player with a Top 25 national junior tennis ranking, she combines a strong technical foundation with an ability to explain skills clearly. Her coaching is tailored to each player’s goals, offering patience for beginners and detailed feedback for more experienced players.

Rachel’s lessons combine concise instruction with purposeful drills, repetition and live-game practice. From footwork and dinking to drives and resets, she breaks skills into manageable steps and gives players plenty of opportunities to put them into action. Participants can expect an engaging learning environment focused on building confidence, sharpening technique and developing practical strategies they can take home.