Pickleball Drilling Sessions Portland, OR

Do you want focused instruction from a professional, certified pickleball coach? We offer two skill level drilling sessions to help you improve your game.


Ready to Elevate Your Pickleball Game?

Drill under the direction of a professional, certified coach and get specific feedback and instruction to perfect your skills to mastery level (even if you’re just getting started). You’ll learn:


“The only limitations one has, are the ones they place on themselves.”

~  Muhammad Ali

Improve Your Pickleball Game With Our Weekly Progressive Drill Sessions


2.5-3.25 Skill Level Drill Sessions

Available: Tuesday and Thursdays

In this 90-minute session, you'll learn how to set up and get a blueprint on how you should run your personal drill sessions. Discover how to break down the court when working on each drill and each skill to know when and where to work on each part of the game. Learn some great drills and modified games to get immediate feedback and a simulated game situation to see your new skills at work. Each week will progress and build on the week before making this a unique drilling experience.

3.5-4.0+ Skill Level Drill Sessions

Available: Tuesday and Thursdays

Drilling with other experienced players is a great way to progress your pickleball skills and achieve mastery level. In our weekly Advanced Drill Sessions, you'll learn expert-level drills so that you can see a drastic improvement in your skills. You'll learn how to drill through every phase of the game and each quadrant of the court. With 500-1000 touches on each drill you'll quickly build new skills and muscle memory to level up your game.

Raving Reviews From Players Like You...

Meet your coach

Thomas Yelloweyes, Founder & Head Pickleball Coach

Hi, I’m Thomas Yelloweyes- a former pro Ultimate Frisbee player turned pickleball coach. I started playing sports because I was having fun, but when I started playing competitively I realized the coaches and top players put so much pressure to win that it squeezed out the enjoyment.

Now when I coach pickleball I vow never to take the enjoyment out of the game. Even though I have over a decade of experience as a pro athlete, my greatest joy is helping everyday players advance their skills.

Our family-run business helps both everyday players and athletes master pickleball in a fun, safe environment. The difference is, our unique process incorporates proper warm-ups, strengthening, and cool-downs to prevent common injuries and maintain optimal health.

Night Train Pickleball

Frequently Asked Questions

Yes, I have coached tournament-level athletes and am able to prepare you or your team for competitions or tournaments. For more information, please submit an inquiry.

Our lessons are held at Ladd Hill Courts. The address is 34444 SW Ladd Hill Road, Wilsonville, Oregon 97070.

Yes, depending on where you are and how many participants we can travel to your location. Submit an inquiry here to learn more.

Ready To Improve Your Pickleball Game? Let's Get Started...

We believe that pickleball is for everyone, so there’s no right or wrong time to start. We’ll work with you right where you are and help you move your skills to the next level while avoiding injuries and sharing a few laughs along the way. Click below to get started or ask a question.