Pickleball coaching by TrueSpin

Pickle Pops™ Training

Coaching built on the shots that win points.

Pickle Pops™ Training is one-on-one pickleball coaching in Pittsburgh with TrueSpin founder Ryan Haile. Focused on drops, dinks, and resets. Every session starts with a plan, uses real targets, and ends with a drill you can take home.

★★★★★ From the team behind Pickle Pops™, trusted by 900+ players and coaches
Player hitting a dink over the Pickle Pops™ net-top target during Pickle Pops™ Training

Every Pickle Pops™ Training session includes

  • 60 minutes on court, one-on-one
  • Skill check and a written focus plan
  • Target-based drills on the Pickle Pops™ net-top target
  • Pressure games that score your progress
  • A take-home drill for solo practice
Ryan Haile, head coach of Pickle Pops™ Training

Your Coach

Ryan Haile

Ryan is the founder of TrueSpin, the inventor of the Pickle Pops™ net-top target, and the head coach of Pickle Pops™ Training. He tried every drill, ball machine, and cone setup out there looking for a better way to train the soft game. When nothing worked, he built it. Now he coaches players across the Pittsburgh area using the same method behind every TrueSpin product.

Founder of TrueSpin Head coach, Pickle Pops™ Training Pittsburgh, PA

The Pickle Pops™ Training Method

Assess. Drill. Prove it under pressure.

01

Assess

We find the one or two shots costing you the most points. No generic lesson plans.

02

Drill

High-rep, target-based work. You see exactly where the ball lands and how high it clears the net.

03

Compete

Scored games like DinkOff!™ put the new skill under pressure, so it holds up in a real match.

Pickle Pops™ Training Options

Try one session. Commit to ten.

Real improvement comes from repetition. The 10-pack is how most players see lasting change.

Pickle Pops™ Training
Single Session

$95 / session
60 minutes, one-on-one
  • Skill check and focus plan
  • Target-based drills and games
  • Take-home practice drill
  • Applies toward a 10-pack upgrade within 14 days
Best value

Pickle Pops™ Training
10-Session Pack

$799 / 10 sessions
$79.90 per session
Save $151 vs single sessions
  • Everything in a single session
  • Full skill assessment with video review
  • Progress check with video at session 5 and 10
  • Priority scheduling
  • Free Pickle Pops™ net-top target to keep
  • Use within 12 months

Court fees not included unless noted. Sessions can be rescheduled free with 24 hours notice.

How it works

Three steps to your first session.

Buy your sessions

Choose a single session or the 10-pack and check out like any TrueSpin order.

Ryan reaches out

After you book, Ryan contacts you directly to set a date, time, and court that work for you.

Show up and train

Bring a paddle and water. We bring the balls, targets, and the plan.

Who it's for

Every level. One focus: better points.

2.5 to 3.0

Building the foundation

Consistent dinks, a reliable third-shot drop, and knowing where to stand.

3.5 to 4.0

Breaking the plateau

Resets under pressure, cleaner transitions, and fewer pop-ups at the kitchen.

4.0+

Sharpening the edge

Shot tolerance, disguise, and the patterns that win tournament points.

FAQ

Questions before you book.

Where do sessions take place?

Sessions are held at a variety of courts around the Pittsburgh area. Ryan will confirm the specific court with you when he schedules your session.

How do I schedule after I buy?

Ryan will reach out after your purchase to set a specific date, time, and location. 10-pack holders get priority scheduling.

What if I need to cancel?

Reschedule for free with at least 24 hours notice. Cancellations inside 24 hours count as a used session.

Can I share a 10-pack?

Yes. Sessions can be used by you or a partner in your household. Want a semi-private session for two? Use one session per player.

How long is the 10-pack good for?

12 months from purchase. Most players finish in 10 to 12 weeks training once a week.

I'm brand new. Is this for me?

Yes. Starting with good habits is far easier than fixing bad ones later. We meet you where you are.

What should I bring?

Your paddle, court shoes, and water. We bring balls, targets, and a plan.

Pickle Pops™ Training

Stop playing the same game. Start training a better one.

Spots are limited each week. Lock in your sessions now.