TeachMe.To Logo
  1. Pickleball
  3. Delaware
  5. Sussex County
💙

Get a free trial lesson with Chuck

Image 1
Image 2
Image 3
Image 4
Image 5
Image 6
Image 7
Image 8
Image 9
Image 10
Image 11
Image 12
Image 13
Image 14
Image 15
Image 1
Profile image
Profile image
Profile image
+12
  1. Pickleball
  3. Delaware
  5. Sussex County

Learn Pickleball with Chuck

⭑4.9 (53)
💰$56 weekly lessons

Cripple Creek Country Club Pickleball Coach. I am an Insured PPR-certified Level II Coach. Level II Certification was recently introduced by PPR early in 2024. I am also a Board Member of First State Pickleball Club (FSPB) and Ambassador for USA PICKLEBALL. My passion is coaching players, from beginners taking their first swing to advanced enthusiasts seeking mastery. Join me on the pickleball court, where every session becomes an opportunity for skill enhancement, strategic play, and an overall love for the game. Let's embark on this pickleball journey together, elevating your skills and enjoyment of the sport! In addition, being a Selkirk Advocate you can try the latest Selkirk paddles for free. PLEASE NOTE. Rehoboth Beach Elementary (RBE) and John Clayton Elementary are only available 4:00 pm + on school days! There are no time limits restrictions for Sandhill fields. RBE is available school days from 7 am - 8 am, then 4:00 pm +

Levels taught: Beginners, Intermediates, Experts
•
Teaches: Kids, Teenagers, Adults, Seniors
🏅Tournament Winner
📝PPR Certified
🎓4 years playing
🔥131 Lessons
⭐️USA Pickleball Ambassador, and Board of Directors for First State Pickleball Club.
Try Chuck risk free
When you buy with TeachMe.To you're getting access to a network of coaches. If you don't love your lessons with Chuck, we'll switch you to another coach or give you a full refund.

Reviews

Total reviews53
Average rating
4.94
5
51
4
1
3
1
2
0
1
0
Mary-Mae F.Verified ✓
Lessons taken: 33
Verified ✓
He taught me how to learn to play pickleball as he was a good teacher.
Mona S.Verified ✓
Lessons taken: 16
Verified ✓
Excellent lesson. Chuck focused on what we wanted and gave us good pointers
Karyn H.Verified ✓
Lessons taken: 13
Verified ✓
Chuck is so remarkably patient. His instruction is flexible in the style he teaches to maximize players potential. Highly recommend lessons with Chuck .
Pam L.Verified ✓
Lessons taken: 10
Verified ✓
Excellent coach!!!! Very encouraging, helpful strategy to respond to "bangers."
Daniel D.Verified ✓
Lessons taken: 8
Verified ✓
Today Chuck reviewed with me everything we have covered today. Grip pattern, lob, etc. today we use the ball machine to help me practice my returns check instruction is very helpful and I signed up for more lessons.

Locations

These are the locations I've set as being able to provide lessons:
6 courts available
Sandhill Fields

20330 Sand Hill Rd, Georgetown, DE 19947, USA

1217.5 miles away
Outdoors
John M Clayton

252 Clayton Ave, Frankford, DE 19945, USA

1225.4 miles away
Outdoors
Lewes CanalFront Park

211 Front St, Lewes, DE 19958, USA

1229.4 miles away
Outdoors
Evans Park

32517 Dukes Drive, Millville, DE, USA

1232.1 miles away
Outdoors
Rehoboth Beach Elementary

500 Stockley St, Rehoboth Beach, DE 19971, USA

1232.6 miles away
Outdoors
Custom Location Cindi Popowski's

38793 Apple Ct, Ocean View, DE 19970, USA

1234 miles away
Outdoors
Want a lesson at your home or a different location? We can help.

Availability

These are the times I've set as being available for lessons.
sundays
11 AM - 4 PM
mondays
7 AM - 4 PM
tuesdays
11 AM - 6 PM
wednesdays
7 AM - 7 PM
thursdays
7 AM - 7 PM
fridays
7 AM - 4 PM
saturdays
7 AM - 5 PM
Beginner training plan
Your first lessonWe will discuss player SAFETY, equipment, some rules along with the serve and return.
Lesson 11+Here we will focus on your game and strategy to move your game up to the next level of play.
Lesson 4-10Players should feel confident with the basics of the game and the rules. We will continue to working on the different type of shots used when and why.
Lesson 2-3Here we will revisit the serve and return, and get into Dinking… not Drinking.
Youth players
Working with kidsWe love working with children. Here we will work on the how to and focus on the fun parts of the game. This can be a family affair with siblings and parents as well.
What you need to bringOn those sunny days, a hat, sunscreen and sun glasses are encouraged. Please bring comfortable shoes. Pickleball or Tennis shoes are great. Running shoes with a high heal are not stable and may cause an ankle injury. Please stay hydrated with plenty of water. Safety glasses are highly recommended!
What I can bringI am a Selkirk Advocate and have access to the latest Selkirk Demos, Balls and own a Slinger Pickleball Machine*. My students love working with the Slinger ball machine. *No additional charge.

Frequently asked questions

Cancellation Policy

We totally understand that life can be unpredictable and plans might change. That's why we've got your back with our flexible cancellation policy, designed to give you peace of mind when booking private sports lessons with our awesome local instructors!

If you need to cancel your lesson, no worries! You can get a full refund if you cancel within 24 hours of making your booking. We want to make the process as hassle-free as possible for you.

And if you simply want to reschedule your lesson, change the date and time, or adjust the number of students joining, we've got you covered there too. You can easily make these changes within 24 hours of booking, and up to 72 hours before your lesson starts.

Our goal is to make your experience smooth, enjoyable, and worry-free. So go ahead and book with confidence, knowing that we're here to accommodate your needs every step of the way!
TeachMe.To Logo

The easy way to learn to play.

AboutFAQCoach FAQ
BrowsePrivacyTerms
Partners
InstagramFacebook

© 2025 Teach Me To

As a platform, we do our best to provide accurate information and make your booking experience seamless. However, we do not verify every detail and we do not background check every coach who lists themselves on our site. It's up to the instructors to provide accurate, up-to-date information. If you have any questions or concerns, just message us and ask!

CC
Pickleball with Chuck Connolly⭑ 4.9 (53 reviews)
How it works