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Pickle Pop - Jayson CainPickleball Venue in Santa Monica, CA

5.0(47 coach reviews)
•
1 coach•From $86 per lesson
Pickle Pop - Jayson Cain - Pickleball venue🏓Santa Monica, CA

Outdoor pickleball court in Santa Monica

Pickle Pop - Jayson Cain - Pickleball venue🏓Santa Monica, CA
Setting
Outdoor
open-air

1 pickleball coach at Pickle Pop - Jayson Cain

Every coach below teaches at Pickle Pop - Jayson Cain. Pick the one that fits your level - they handle the rest.

Jayson Cain profile
About Jayson

My passion for pickleball goes beyond the court. As a tournament winner with 3 years of coaching experience, I'm dedicated to helping you elevate your game and unlock your full potential, all while having a blast.

What students say...

"Great lesson! Highly recommended

Top Rated
98Score
Jayson
From$86per lesson

Jayson

Bio: My passion for pickleball goes beyond the court. As a tournament winner with 3 years of coaching experience, I'm dedicated to helping you elevate your game and unlock your full potential, all while having a blast.
5.0
96 Lessons given
5.0
Available
Next: Today, 7:00 AM
DUPR Certified
Tournament Winner
💰$86 for weekly lessons
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About Pickle Pop - Jayson Cain

Amenities
  • Outdoor facility

Looking around? See more pickleball coaches in Santa Monica.

Where you'll play

1231 3rd Street Promenade, Santa Monica, CA 90401, United States

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Lessons at Pickle Pop - Jayson Cain, explained

Lessons at Pickle Pop - Jayson Cain start at $86 per lesson. The exact price depends on the coach, the session length, and whether you book solo or split a group lesson with friends — and your first lesson is always free.

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Your first lesson is free. Pick from 1 pickleball coach who teach here and book a time that works for you.

  1. Pickleball
  2. California
  3. Santa Monica
  4. Pickle Pop - Jayson Cain
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Reviews for coaches at Pickle Pop - Jayson Cain

5.0(47 coach reviews)
Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
The lesson with Jayson was quite effective, especially since we focused on mechanics and he gave helpful feedback to correct some deficiencies. Though I still need to work on ball placement when returning and serving, I feel like I made some solid progress. Still, building on these skills will be important as I continue practicing. Jayson’s approach really helps clarify technique without overloading, which is quite helpful. If you’re looking to refine your game a bit more, I’d suggest giving his lessons a try.
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Lisa W.Verified ✓
Level: Beginner•Lessons taken: 3•Verified ✓
The lesson was quite helpful, and I really appreciated how balanced it was overall. Learned a lot, especially about court positioning and shot placement, which I think will help me improve. Though I still need more practice, I’m hopeful that sticking with the same approach can really make a difference. Jayson’s style is quite practical and laid-back, making it easier to focus and absorb what’s being taught. If you want to build on specific skills, I’d say it’s worth giving his lessons a try.
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Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
Honestly, Jayson’s thoughtful tips made a real difference for me, especially as a complete beginner with no tennis background. That lesson was pretty helpful and constructive, haven’t felt this motivated before to build on what I learned, and I’m optimistic about getting better. Still, I’m hoping to see even more progress as I work on applying these skills. If you’re new to pickleball or just starting out, I’d say it’s worth trying Jayson’s lesson to see how it clicks for you.
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Dmitriy B.Verified ✓
Level: Intermediate•Lessons taken: 1•Verified ✓
The lesson with Jayson was quite helpful, especially in refining my shot consistency and understanding some positioning strategies. I appreciated how he broke things down without overwhelming me and kept it practical. Though I still want to work on footwork and specific shots, I left with useful insights that I can definitely build on. Hope to see further improvements in future lessons. If you’re considering a pickleball lesson, Jayson seems like a steady choice.
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Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
The lesson with Jayson was quite helpful, especially with the focus on footwork and serving fundamentals that improved my serve accuracy. Still, I’d like to build on consistency and develop better shot placement near the kitchen in future lessons. It felt practical and quite straightforward overall, though I think continuing to refine these aspects will make a real difference. I’d be open to trying more lessons with Jayson to see how my game evolves.
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Peter S.Verified ✓
Level: Intermediate•Lessons taken: 7•Verified ✓
I think this lesson was quite effective, especially since I got good feedback and we focused on repeating the things that needed more reps. Still, I’m hopeful to see how much progress I can make since the last one, and I plan to keep improving. Jayson’s approach feels practical without overdoing it, and I appreciate that. If you're interested in steady growth, it might be worth trying out a lesson or two with him to see how your skills develop.
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Lisa S.Verified ✓
Level: Beginner•Lessons taken: 19•Verified ✓
Honestly, Jayson’s lesson on Everthong was quite helpful, especially since the focus was consistent. Though the drills felt similar to previous lessons, I still picked up some nuances in shot placement that I hadn’t fully understood before. It’s reassuring to work with someone who knows what they’re doing, and I’d say I’m a little more confident in my game now. If you’re looking to tighten up your skills, Jayson might be worth considering.
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Patty D.Verified ✓
Level: Beginner•Lessons taken: 9•Verified ✓
Jayson is very nice and experienced, which made the lesson quite helpful. Though I still need to keep improving on my footwork and serve, his calm and measured approach really sets a good tone. It’s encouraging to see how he focuses on building solid fundamentals without rushing. Still, I look forward to more lessons to work on those specifics. If you want a relaxed but knowledgeable coach, Jayson is great!
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Lisa S.Verified ✓
Level: Beginner•Lessons taken: 19•Verified ✓
Jayson was quite good. His communication made the lesson clear and easy to follow, and I appreciated that. The lesson highlighted some useful techniques I could practice more. Though I think I’d benefit from more sessions to really get the hang of it, I’m hopeful about future progress. If you’re looking to improve your pickleball skills steadily, Jayson’s approach seems quite capable of guiding you there.
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Brett L.Verified ✓
Level: Beginner•Lessons taken: 3•Verified ✓
Jayson really gets how to help you reach your goals, which makes the lesson quite valuable. Though, I’d say it’s more about targeted guidance than quick fixes. Still, his approach focused on practical improvements that I can actually work on, and I left with a clearer sense of next steps. It’s nice to feel like there’s real progress to be made, and I’m optimistic about trying another lesson with him soon.
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Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
Oh, the lesson with Jayson was quite helpful. The pace was faster and really made the whole experience enjoyable, especially since it built directly on what I learned before. Still, I think focusing a bit more on fine-tuning skills like serving and foot work could really make a difference. Anyway, if you’re looking to improve your game in a steady way, Jayson’s lessons might be worth considering.
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Lisa S.Verified ✓
Level: Beginner•Lessons taken: 19•Verified ✓
The lesson with Jayson was quite helpful. I appreciated how he set goals and mixed up the activities a bit. Though I still need more practice, I felt the varied approach made the lesson pretty engaging. Still, I think I’ll benefit from more sessions to really master the techniques he pointed out. If you're into a well-rounded pickleball lesson, you might want to give Jayson a try.
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Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
That lesson really helped me focus on attacking mechanics and hitting with less arc, which was pretty helpful. Still, I think working more on backhand and placement could take things to the next level, but overall, it felt like a solid step forward. Jayson’s approach makes me feel more confident about attacking now, and I’d definitely consider trying another lesson with him.
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Tim S.Verified ✓
Level: Beginner•Lessons taken: 21•Verified ✓
I found the lesson quite helpful, especially since Jayson focused on improving my placement and consistency. Though I still need to work on my footwork, I left feeling more confident about my game. He explained things in a steady, clear way, which I appreciated. Still, I think another lesson could help me refine my control even more, and I might take him up on that soon.
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Brett L.Verified ✓
Level: Beginner•Lessons taken: 3•Verified ✓
Jayson's lesson was really effective, thanks to his very clear instructions. Though he could improve on consistency, I found it helpful and feel more confident about my pickleball skills now. I think with a bit more practice, I’ll get to where I want to be. If you're looking to refine your game, it might be worth giving Jayson a try.
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Peter S.Verified ✓
Level: Intermediate•Lessons taken: 7•Verified ✓
Jayson's lesson provided very specific directions to help me reach my goals, plus plenty of reps that made it easy to follow along without feeling overwhelmed. Still, I think working on the drop shot could really help improve my game even more. He's definitely someone worth trying if you're aiming to build consistent fundamentals.
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Genna A.Verified ✓
Level: Intermediate•Lessons taken: 2•Verified ✓
Jayson's lesson was quite helpful, especially since he explained everything clearly and was pretty strategic with guidance. Still, I think there's room to improve in some parts of my game, though I appreciate the supportive vibe he brought. If you're looking to refine your skills, I’d say give his lesson a try.
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Tim S.Verified ✓
Level: Beginner•Lessons taken: 21•Verified ✓
Oh, the lesson with Jayson was quite helpful, actually. I appreciated the way he focused on footwork and positioning, which really made a difference for my game. Still, I feel like I’m looking forward to more lessons to build confidence. I’d consider trying another lesson with him to see how much I can improve.
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Juan V.Verified ✓
Level: Beginner•Lessons taken: 1•Verified ✓
Jayson’s lesson was helpful and tailored to my needs. I can see why drilling is so important as I felt an immediate improvement in my confidence even after one lesson. His feedback is actionable and delivered in an encouraging way.
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Gina G.Verified ✓
Level: Beginner•Lessons taken: 5•Verified ✓
We are completely new to pickle ball and Jayson made sure we had so much fun! It wasn’t intimidating and he kept the lesson at our pace and re explained as needed. Looking forward to more lessons!
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Jason H.Verified ✓
Level: Beginner•Lessons taken: 2•Verified ✓
Great first lesson with Jayson! It was organized to teach me the skills I most needed to work on and I already feel that I’ve made significant gains after one lesson. Looking forward to more
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Don C.Verified ✓
Level: Beginner•Lessons taken: 13•Verified ✓
Jayson was able to tailor and adjust the intensity of the drills to push me out of my comfort zone to improve on putting balls away and building on consistency and confidence.
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Nita T.Verified ✓
Level: Intermediate•Lessons taken: 1•Verified ✓
It was okay but too expensive for me
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Fay X.Verified ✓
Level: Intermediate•Lessons taken: 4•Verified ✓
Great lesson! Highly recommended
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Todd S.Verified ✓
Level: Intermediate•Lessons taken: 2•Verified ✓
Serving!
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