At Win by Two Pickleball, we are dedicated to bringing the joy and excitement of pickleball to players of all ages. Serving the communities of Rockland County, New York and Northeast New Jersey, we offer expert coaching tailored to enhance your skills and enjoyment on the court. Whether you're a beginner looking to learn the fundamentals or an experienced player aiming to refine your technique, our personalized instruction will help you achieve your goals. We prioritize a supportive and encouraging learning environment where every player can thrive.​

We realize that new players can feel intimidated at public courts due to the presence of more experienced players who seem to have mastered their skills. However, it's important to remember that everyone was a beginner once, so the important thing is that you get out there and learn. A beginner's clinic is also a great way to learn, but sometimes the schedule doesn't work  or there are no pickleball facilities nearby. This is where Win by Two Pickleball comes in. We offer coaching at your residence which can significantly enhance a new student's progress and enjoyment of the game. When students feel relaxed, they're more likely to grasp new techniques, ask questions, and make mistakes without fear of judgment. A positive and encouraging atmosphere fosters confidence and helps build a strong foundation in both skills and enthusiasm for the sport. ​