The founder
A lifelong love of the game.
For Jennifer, tennis has always been more than points and sets. It’s a way to move, connect and feel fully alive.
Why Courtside
Movement.
Connection.
Wellbeing.
After 30 years playing tennis, Jennifer knew the game could be the beginning of something much bigger: shared tables, strong bodies, open conversations and friendships that last across continents.
She founded Courtside Collective to bring those pieces together in one seamless experience. No planning spreadsheets. No awkward logistics. Just thoughtful coaching, beautiful stays, the best local food and enough space to truly switch off.
Every detail is chosen with one question in mind: will this make someone feel more connected—to themselves, to the game and to the people around them?
“Tennis has been a huge part of my life for 30 years, and I created Courtside Collective because I truly believe in the mental and physical benefits of this game and lifestyle. I started hosting retreats to share my passion, bring people together, and create an experience that goes beyond just tennis. These retreats are about so much more than just tennis—it’s the perfect balance of movement, skill development, island escape, and deep connection. Picture yourself playing tennis in paradise, strengthening your mind and body, and ending the day with great food and even better company in luxury accommodation. It’s an experience that nurtures your health, happiness, mind and well-being, and I’d love to be part of your journey.”
Your next chapter
Come and experience it for yourself.
The tennis gets you here. The feeling is what you’ll take home.