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A personalized approach to mastering pickleball
with Doug Steinberg
ABOUT Doug
During his 35-year career in squash, Doug won multiple Massachusetts state titles in team singles and doubles and was ranked as high as 5th in the state and 50th in the country an an adult player.
Five years ago, he discovered pickleball, subsequently tossed all of his squash gear and never looked back! A consistent medalist at the 4.5 level, Doug is a competitive player who enjoys the fun and comradery of tourneys and recreational play.
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While Doug loves to play, he has a greater passion for coaching. He is known throughout the Metrowest Boston area for being able to break down a player’s stroke, footwork and strategy at any level of play, and find simple and understandable ways to improve all three phases.
Throughout the journey to improvement, Doug focuses on control, accuracy and consistency while always infusing fun into the sessions. The results of his success with his students can be measured in the dozens of medals his students have won across all levels and ages along with constant referrals from satisfied players.
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our mission
The mission of Paddle Up Pickleball School (PUPS) is to guide students on their journey to becoming strong, strategic and adept players. We do this by developing their understanding and foundations of the game, while also honing in on skillset and on-court tools that help lead to successful matches. Servicing Natick, Wellesley, Wayland and MetroWest Boston area, PUPS is quickly building a reputation for making beginners at any age feel welcome to the sport and turning competitive players into champions; we attribute a lot of our success to our ability to coach assertively while also mixing in some fun! Beginning Spring 2024, you can also find PUPS at Clock Tower Pickleball in Ashland. https://www.ctpball.com/
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Clinics & Lessons
Private Lessons
1 on 1 coaching focusing on stroke, footwork and decision making.
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(either 60 or 90 minute sessions)
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Text or phone Doug to enroll
508.954.4564
Semi-Private Lessons
Coaching focusing on stroke, footwork, decision making and some team strategy.
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(either 60 or 90 minute sessions)
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Text or phone Doug to enroll
508.954.4564
Specialty Clinics
These clinics focus on one or two strokes and are tailored toward the level of players’ play. An example of a Specialty Clinic is the “Dinks and Thirds” Clinic.​​​
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Pricing depends on size of group.
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Text or phone Doug to enroll
508.954.4564
Play with the Pro
The Pro plays a 90 minute session of games and drilling with 3 other similar leveled players. You find a group of 3 that you want to play with and the session focuses on both strategy and technique. Multiple games are played along with some drilling mixed in.
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Text or phone Doug to enroll
508.954.4564​​
recent pups student medalists
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