

Willy's 90 minute Clinics for October 2025
Every Wednesday
Free for Club Plus members!
$25 to drop in!
Clinic topics will be the same for each session by date.
Session #1 8:30am - 10:00am
Session #2 10:00am - 11:30am

October 8, 2025​
-
Stretch / Warm-Up / Fast Hands Volley Drill
-
Topic #1 "Winning the 4th Shot!"
-
​Balls Above our Head (Overhead Slam)
-
Balls Above the Net (Forehand / Backhand including Two-Hand Put Aways)
-
Balls Just Below the Net - In the Air and Off the High Bounce (Roll Volleys)
-
Spin....Spin....Spin!!!!!
-
-
Balls at our Feet (Strategic Dink)
-
-
Game of the week: Pickleball game 7/11 (using different starting positions).​
October 15, 2025
-
​Stretch/Warm-up/Fast Hands Volley Drill
-
Topic #1 "The 2nd Shot" Setting the stage for game play
-
Forehand/Backhand shots from the Baseline
-
Focus: Court positioning/Footwork/Readying the Paddle/Swing Extension/Target/Movement into the Transition Zone ​​​​​​​
-
-
Attacking the Short Serve​
-
-
Game of the week: Pickleball SHOUT!!! (Come find out what this game is about)​
​
October 22, 2025​
-
​Stretch/Warm-up/Fast Hands Volley Drill
-
Topic #1 "How to Beat the Bangers?"
-
Beat the Bangers from the Baseline
- Beat the Bangers from the Transition Zone
-
​Beat the Bangers from the Non-Volley Zone​​
-
-
Game of the week: Pickleball Game #105!!!(Come find out what this game is all about)
October 29, 2025​​​
-
​Stretch/Warm-up/Fast Hands Volley Drill
-
Topic #1 "Transition Zone-Defense"
-
Positioning/Resets/Mindset/Where do I hold my Paddle?/How to Progress through the Transition Zone?​
-
-
Topic #2​ "Transition Zone-Offense"
-
Earning the Non-Volley Zone/Positioning/Long Dinks and Push Shots​
-
What to do with the 5th Shot?
-
-
Game of the week: King/Queen of the Court!​




Skills & Strategies
Tuesday & Thursday
Weekly Lessons Offered in October 2025
Week of October 6th
October 7th- Tuesday: 8:30AM - 9:30AM (60 minutes) - Advanced Beginners Level Players Lesson:
Quality Pickleball Play with a focus on improving the quality of shots, serve, returns and court positioning. Focus will be on game improvement and safety - limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 7th - Tuesday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
“Improving My 3rd Shot” - limit of 4 participants. We will focus on the Drive, Drip and Drop. Learn technique, placement and strategy. Game Focus on 30/50/90 stroke focus. Great way to improve your 3rd shot! Cost $60 per participant. Sign up on Court Reserve
October 9th - Thursday: 8:30AM - 9:30AM (60 minutes) - Intermediate Level Players Lesson:
2-Hand Backhand Push Dink with a focus on grip, swing, footwork, swing extension and dink location. Drilling will be from non-volley zone where the focus will be on swing form, accuracy of dinks and diverse targets from the same swing location. Great way to improve your dinking and play at the non-volley zone - limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 9th - Thursday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
Mastering the Two-Hand Backhand Dinks at the Non-Volley Zone with an emphasis on push and top spin dinks, strategic positioning of dink shots as well as emphasis in looking to take the ball out of air at the non-volley zone - limit of 4 participants. Cost $60 per participant. Sign up on Court Reserve
Week of October 13th
October 14th - Tuesday: 8:30AM - 9:30AM (60 minutes) - Advanced Beginners Level Players Lesson:
Serve and Serve Return - Serve and Serve Return emphasis will be the focus with an emphasis on depth, location and variability. Great lesson for Advanced Beginners - limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 14th - Tuesday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
Backhand Flick - limit of 4 participants. Focus will be on understanding the technique of the Backhand Flick. We will focus on executing the shot from the non-volley and transition zone. We will be drilling in a competitive environment. Cost $60 per participant. Sign up on Court Reserve
October 16th - Thursday: 8:30AM - 9:30AM (60 minutes) - Intermediate Level Players Lesson:
“Attacking the Non-Volley Zone” - limit of 4 participants. As we approach and earn the non-volley zone…. are we ready for success? How to handle balls at our feet, volleys, and floaters. Such an underrated part of the game! Cost $40 per participant. Sign up on Court Reserve
October 16th - Thursday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
Non-Volley Zone Speed-Ups and Counter Attacks - limit of 4 participants. Focus will be on understanding the opportunities and techniques of the speed-up. We will also focus on counterattacks, and our emphasis will be on understanding how to counter-attack from the 3 positions. We will be drilling in a competitive environment. Cost $60 per participant. Sign up on Court Reserve
Week of October 20th
October 21st- Tuesday: 8:30AM - 9:30AM (60 minutes) - Advanced Beginners Level Players Lesson:
2-Hand Backhand Push Dink with a focus on grip, swing, footwork, swing extension and dink location. Drilling will be from non-volley zone where the focus will be on swing form, accuracy of dinks and diverse targets from the same swing location. A Must for the Advanced Beginner to not only improve your game but to enjoy the play at the kitchen! - limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 21st - Tuesday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
3 and a Coach Competitive Play - limit of 3 participants. Coached play with multiple players with games played with 2 up and 2 back, 2 on 2 up at the non-volley zone as well as base play. The focus will be on techniques, shot selection and execution as well as supporting your teammates. Must have 3 participants for the lesson to run. Cost $60 per participant. Sign up on Court Reserve
October 23rd - Thursday. 8:30AM - 9:30AM (60 minutes) - Intermediate Level Players Lesson:
Transition Play - limit of 4 participants. Focus will be on understanding offensive fundamentals including drops, pushes and volleys as well as defensive positioning including volleys and resets and how to gain control in the transition area from “bangers”. Cost $40 per participant. Sign up on Court Reserve
October 23rd- Thursday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
Mastering the Two-Hand Backhand Dinks at the Non-Volley Zone with an emphasis on push and top spin dinks, strategic positioning of dink shots as well as emphasis in looking to take the ball out of air at the non-volley zone - limit of 4 participants. Cost $60 per participant. Sign up on Court Reserve
Week of October 27th
October 28th- Tuesday: 8:30AM - 9:30AM (60 minutes) - Advanced Beginners Level Players Lesson:
Focus on baseline basics including forehand and (2 Hand) backhand drives and advancing to the non-volley zone. Drilling will be from the baseline with an emphasis on serve and serve return - limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 28th - Tuesday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
“Improving My 3rd Shot” - limit of 4 participants. We will focus on the Drive, Drip and Drop. Learn technique, placement and strategy. Game Focus on 30/50/90 stroke focus. Great way to improve your 3rd shot! Cost $60 per participant. Sign up on Court Reserve
October 30th - Thursday. 8:30AM - 9:30AM (60 minutes) - Intermediate Level Players Lesson:
Serve and Serve Return - Serve and Serve Return emphasis will be the focus with an emphasis on depth, location and variability. On the Serve Return, we will focus on footwork and paddle readiness. Lesson will be in a Very Competitive Environment to improve your skills! Great lesson for Intermediate Players- limit of 4 participants. Cost $40 per participant. Sign up on Court Reserve
October 30th - Thursday: 12:30PM - 2:00PM (90 minutes) - Intermediate Level Players Lesson:
“Introduction of the Drip Shot” - limit of 4 participants. The hybrid shot of the baseline drive and drop…this will be the shot you will see during 2026! Learn technique, placement and strategy. Great way to improve your 3rd and 5th shot! Cost $60 per participant. Sign up on Court Reserve

Jim is a Level 1 PPR Certified Coach. Jim was PPR certified by professional pickleball player / Managing Director of the Profession Pickleball Registry (PPR) - Sarah Ansboury. Jim is a former Division 1 college basketball player who has coached and led various sports organizations and teams for over 20 years. He provides a fun and logical path for Advanced Beginners getting them on the court playing competitive and safe games. With Intermediate and Advanced Players, Jim takes a one-on-one approach not only enhancing skills / knowledge but providing additional "tools in the toolbox" taking players to the next level.

Welcome Our New Pickleball Professionals
Jim Moore
Cheryll Phillips
&
Derek Cannistraro
Welcome Our New Pickleball Pros!
We're thrilled to welcome our newest Pickleball Pros to the club! Their passion for the game, expert instruction, and contagious energy are sure to elevate your play—whether you're just starting out or ready to fine-tune your competitive edge.
Now’s the perfect time to take your game to the next level. Our pros are offering private lessons, group clinics, and personalized training sessions tailored to your goals.
Spots are limited—schedule your lesson today and see why everyone’s talking about the fastest-growing sport around!
Let’s get on the court and make some magic happen!
Contact the front desk at 508-255-6370 to book a lesson!
Or just simply click here
​

Cheryll Phillips
When I moved to Cape Cod full time just over 3 years ago, I never imagined that the game of Pickleball would change my life! Just a couple games in and I realized there was a lot more to mastering this game than it's name suggests and I have enjoyed the challenge of progressing in this "up and coming" sport everyday.
I'm focused on working with beginners - intermediate level adults to help them establish correct skills and strategies needed to compete in this evolving sport. Whether your looking top play socially or want to work your way up to competition status, I'm here to help you on your journey. I am looking forward to teaching Pickleball Kids Camp that is starting June 20th. Monday through Friday 2-3pm.

Derek Cannistraro
Willys Pickleball - Staff Pickleball Professional
Wellfleet Recreational department staff Pickleball professional
Eastham, MA Cape Cod
Professional Pickleball Registry - Certified coach * 2024
Veloz Pickleball Ambassador
I began playing pickleball in 2018. From the moment I picked up a paddle, I developed a deep passion for the sport and a commitment to mastering its nuances. My greatest joy comes not only from the game itself but from the vibrant community around it—meeting players who love to have fun while working to improve. As a coach, I am dedicated to helping others grow their skills, build confidence on the court, and enjoy every step of their pickleball journey.
Our Programs

1
SKILL LEVEL OPEN PLAY
Open play for doubles! Partner not required. Join us for doublesplay in a fun and social atmosphere, perfect for players of all levels. Simply come ready toplay! Sessions are divided by levels; check the schedule for details. NOT a coached program. Open Play is all about playing with friends, old & new, at your level and enjoying the game.
2
ROUND ROBINS
Join us for Round Robin sessions! Players engage in two hours of play facilitated by a Willy’s Ambassador, with breaks as needed. A great chance to play competitive pickleball at your level; scores from the round robin can be submitted to DUPR. An even number of players is prioritized for balanced gameplay.
​
3
3 Players & Pro
Play with a Pro experience — a fun, fast-paced event where you’ll hit the court with one of our elite pickleball professionals. Whether you're new to the sport or looking to sharpen your skills, this session is designed to help you improve while playing real games in a supportive, high-energy environment.
​

