The coach
Dylan Dean
My passion for racket sports began around age eight, when I first picked up a tennis racket. Throughout my tennis career I qualified for state competitions multiple times, building a competitive foundation that carried over into pickleball.
I discovered pickleball while recovering from medical challenges and quickly fell in love with the sport, its competitive nature, and the community around it.
Over the past two years I've developed into a competitive 5.0+ player and have coached more than 100 players across every skill level, from complete beginners to drilling and playing practice matches with Kaitlyn Christian, one of the world's top women's singles players.
In August 2026 I earned my Professional Pickleball Registry (PPR) Level 1 Certified Professional certification. Through Dyl Pickle, my goal is to make high-quality coaching accessible at every stage. Whether you're picking up a paddle for the first time or preparing for tournament play, I want to help you build confidence, improve your skills, and understand the game more deeply.
By the numbers
On the court
Certified
PPR Level 1 Professional
Certified by the Professional Pickleball Registry, earned in Chicago in August 2026. Valid August 2026 through August 2027.
The journey
The road here
From tennis courts to the kitchen line.
- Age 8
First racket
Picked up tennis and went on to qualify for state competitions multiple times.
- 2024
Found pickleball
Discovered the sport while recovering from medical challenges and fell for it fast.
- 2025
Started coaching
Began teaching players of every level, from first-timers up.
- Aug 2026
PPR certified
Earned PPR Level 1 Certified Professional in Chicago.
- 2026
LUZZ sponsorship
Partnered with LUZZ as a sponsored pickleball athlete and coach.
- Today
Dyl Pickle
Competing at the 5.0+ level and coaching 100+ players in Springfield.
Gallery
On court




Booking
Your next session starts here
Pick a program, a location, and a time. Sessions at The Pickle & Chilly Dill are paid at the court.