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If you hire this pro, you’re covered by a money-back guarantee. Learn more
About
Hi, I’m a fun, patient swim instructor who loves teaching the fundamentals of swimming. Whether you or your child is just starting out or looking to improve, I focus on building strong basics—stroke technique, breathing, and kicks—while helping you feel confident and comfortable in the water.
I offer private swim lessons. Unfortunately I do not have my own personal swimming pool to teach clients in, therefore I urge you to find or already have access to a swimming pool before we move forward.
With several years of experience and a calm, encouraging approach, I create a safe, positive environment where all ages and skill levels are welcome.
If you’re ready to learn, improve, or simply try something new, let’s get started.
Overview
Hired 8 times
Serves Chicago, IL
Background checked
5 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Apple Pay, Cash, PayPal, Venmo, and Zelle.
Top Pro status
Top Pros are among the highest-rated, most popular professionals on Thumbtack.
2022
Services offered
Learning goals
Level of experience
Interested in the following discipline(s)
Kickboxing or Muay Thai
Boxing
Jiu Jitsu
Projects and media
Projects and media
Reviews
Customers rated this pro highly for work quality, professionalism, and responsiveness.
Excellent 4.9
12 reviews
5
92%
4
8%
3
0%
2
0%
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Read reviews that mention:
Alex M.
May 11, 2025
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Hired on Thumbtack
I reached out to Jason as an aspiring triathlete, albeit with no swimming experience. Lessons with him got me off to a wonderful start! Some things I liked most about working together: (a) He was always extremely encouraging, pushing me to go further and achieve more than I thought I could (b) He easily and quickly adapted our drills to best meet me where I was, showing a great knack for breaking things down so that I could catch on even as an adult-onset swimmer (c) He kept his instruction fun and engaging, which was particularly invaluable with more difficult drills (d) He was very understanding about my busy schedule, being willing to come to my building pool during my few moments of free time during the week so that I could make progress.
I am really glad that I reached out to him and am grateful for all that he taught me!
Details: Adult (18 or older) • Beginner • Comfortable in water • Train for an event • Improve swimming technique • Learn basic strokes • Become more comfortable in water • Yes, a pool that allows private lessons • 60 minutes • At the pro’s location • My home, venue, etc.
Private Swim Lessons
Jason H.
Dec 27, 2024
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Hired on Thumbtack
Jason is the ultimate teacher. Not only do I get great boxing lessons but I get great life lessons. I am so glad I made the decision to go with Jason for boxing lessons this part of the journey in my life.
Private Self Defense Lessons
Michelle C.
Jan 1, 2022
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Hired on Thumbtack
Awesome instructor. I was very uncomfortable breathing and going underwater. Spent a few months working with Jason and I feel confident getting in the water and going for a swim. I learned two different strokes and am looking forward to continuing lessons.
Details: Adult (18 or older) • Beginner • Not comfortable in water • Improve swimming technique • Become more comfortable in water • Learn basic strokes • Yes, a pool that allows private lessons • 30 minutes • At the pro’s location • My home, venue, etc.
Private Swim Lessons
C S.
Sep 3, 2024
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Hired on Thumbtack
Jason is an excellent coach. He is punctual, patient and professional in his approach. Very focused on getting results. Would work with Jason again any time.
Details: Adult (18 or older) • No experience • Not comfortable in water • Learn basic strokes • Become more comfortable in water • Improve swimming technique • Yes, a pool at my home • 60 minutes • My home, venue, etc.
Private Swim Lessons
Jeff M.
Jun 5, 2023
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Hired on Thumbtack
My wife and I could stay afloat in the water but neither of us could swim the proper way with cycle breathing and a good crawl. After four lessons, we are both able to do pool lengths with the crawl and breaststroke. Our form still needs a lot of work (mine more than hers) but we are started and more relaxed in the water. Jason was patient and developed our skills a bit at a time.
Details: Adult (18 or older) • Beginner • Comfortable in water • Improve swimming technique • Learn basic strokes • Yes, a pool at my home • 45 minutes • My home, venue, etc.
Private Swim Lessons
Credentials
Background Check
Jason Henry
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
1) I accept payments via Venmo, Paypal, or CashApp
2) All payments must be made BEFORE the lesson. (The payment reserves your date & time slot)
3) If you need to cancel, you have up to 12 hours before your scheduled time of your class to do so
4) When you purchase packages (i.e. 5 classes) please be reminded that that if you cancel on a short notice the class still counts. (All customers have until 10pm the day before) If I cancel your class (i.e. emergency) I will make sure your class is made up in a timely manner.
What is your typical process for working with a new customer?
I give a phone consultation followed by pricing details and scheduling to follow.
What education and/or training do you have that relates to your work?
Swimming has been a part of my life for a long time. I was a lifeguard for the Chicago Park District for 9 years. I also was an Instructor for the YMCA in 1998 and have since-wherever I was a lifeguard-taught swimming lessons to children and adults.
