🎓 PCI Certified · USA Pickleball Ambassador
Pickleball Coaching with Jason Regan
Private lessons, group clinics, and free Learn to Play sessions — for players who want to get better, not just get more exercise.
Who I work with
Players Who Thrive Working with Jason
Beginners Who Want to Start Right
Never held a paddle? Held one but only against your aunt? We start with footwork, the kitchen line rule, and the shots that actually keep you in points. No firehose of terminology.
Intermediates Stuck at 3.0–3.5
If you've plateaued, it's usually your third-shot drop or your kitchen game. We'll find the hole and fix it.
Teams Who Want to Play Better Together
Same partner every Saturday? We'll dial in stacking, signals, third-shot patterns, and who covers the middle. Show up as two players, leave as one team.
Pricing
Programs & Pricing
📅 Available Mon · Tue · Wed · 3:00 – 6:00 PM · Primarily at Doyle Field, Leominster
| Program | Format | Price | |
|---|---|---|---|
| First Session — Half Off | 1-on-1 · Up to 60 min | $20 | Book |
| Private Lesson | 1-on-1 · 60 min | $40 | Book |
| Group Clinic | 4–8 players · 90 min | $25 / person | Book |
| Learn to Play | Group · 60 min | Always FREE | Sign Up |
| Junior Lessons | Ongoing program | Contact for schedule | Inquire |
| Partnership Learning Package | 2 players · 60 min | $80 for 2 | Book |
Coaching style
Deception. Placement. Fast Hands.
"If you're trying to overpower opponents, you're already losing."
Jason is a deceptive player first. He lives for the dink, the fake, the perfectly disguised drive that leaves opponents guessing. Placement over power — always. The game is won at the kitchen line, not from the baseline.
And when the kitchen gets heated? That's where the fast hands come out. Jason loves showing off the net game — the speed-up, the counter, the reset. He'll teach you when to use each one.
You'll leave sessions with shots and a mindset. Both matter.
Player feedback
Real Results, Real Players
"Jason fixed my third-shot drop in two sessions. I finally understand what the kitchen game is supposed to look like."
"I was a total beginner. Jason made it fun, not intimidating. I'm already playing open play at Doyle Field and holding my own."
"The group clinic was the best value I've found for pickleball instruction. Small group, lots of reps, real coaching feedback."
Schedule
Book a Session
Pick a time that works. Lessons held at Doyle Field, 206 Priest St, Leominster or a convenient North Central MA location.
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📅 Available Hours
Mon · Tue · Wed · 3:00 – 6:00 PM
🎾 First session is half off — $20
Up to 60 minutes, no commitment. Regular rate is $40 — see if we're a fit at half the price.
Questions first?
💳 Payment
Pay at the court — cash, Venmo, or PayPal all work. First session is always free, no payment needed to book.