Connor Cheshire

PGA Assistant Golf Professional

Connor Cheshire

Connor Cheshire

PGA Assistant Professional in Shrewsbury helping golfers of all levels improve through personalised coaching, swing analysis, and a holistic approach to the game.

Shrewsbury Golf Club · Shrewsbury · Golf

Reviews

Reviews

213

Starting Price

Starting Price

$25.00

Lessons

Lessons

1207

Followers

Followers

50

Social Media

Social Media

Instagram

Book a free intro call

Credentials

PGA Assistant Golf Professional

Highlights

  • Based at Shrewsbury Golf Club with access to a modern coaching bay
  • Over 1000 online lessons successfully delivered on Skillest
  • Coached numerous players to personal bests and competition victories
  • Uses advanced swing analysis technology for in-depth, data-driven feedback
  • Offers both in-person and online coaching to suit every golfer's schedule

Teaching Philosophy

My coaching philosophy is built on the belief that every golfer — regardless of level — has untapped potential just waiting to be unlocked. I take a holistic approach to improvement, meaning I don't just work on your swing mechanics. I look at the full picture: your technique, your strategic thinking on the course, and your mental game. Golf is as much a mental challenge as a physical one, and building solid routines and mental toughness is just as important as perfecting your ball-striking. I create personalised training plans tailored specifically to your goals and current skill level, because no two golfers are the same. Whether you're a complete beginner trying to make sense of the fundamentals or an experienced player looking to sharpen a specific part of your game, I'll meet you exactly where you are. I use the latest swing analysis tools to give you clear, objective feedback — so you're not guessing what needs to change, you can see it for yourself. Most importantly, I want every session to feel productive and enjoyable. Golf should be fun, and I believe the best progress happens when students feel supported, understood, and motivated. My goal is to be the coach who guides you every step of the way on your golfing journey.

About the coach

I'm a PGA Assistant Golf Professional based at Shrewsbury Golf Club, where I coach golfers of all abilities from our modern coaching bay. With a genuine passion for the game and for helping people improve, I've built my coaching practice around delivering real, measurable results — whether that's a lower handicap, more consistency off the tee, or simply more confidence and enjoyment on the course.

Since beginning my coaching career, I've completed over 1000 lessons and worked with a wide range of players, from first-time beginners to competitive club golfers. I've helped numerous students achieve personal bests and win competitions, and that sense of shared achievement is what drives me every day.

My approach combines personalised lesson plans with advanced swing analysis technology, allowing me to identify exactly what's holding your game back and give you a clear, actionable path forward. I also place a strong emphasis on the mental side of golf — building the routines and resilience that help you perform under pressure and stay consistent round after round.

Alongside my in-person sessions at Shrewsbury Golf Club, I offer online coaching for golfers who want expert guidance from anywhere. Whatever your schedule or location, I'm here to help you take your game to the next level.

Specialities

fullSwing
shortGame
mentalGame

Sample Lesson

01.Original Videos

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02.Analysis Videos

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03.Other Videos

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Reviews

4.96 / 5

Based on 213 ratings

Overall rating

5
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1

Great lesson! Very approachable and easy to talk to, and the advice had an instant impact. Looking forward to putting it into practice and booking another lesson soon.

Neal Wynn

Neal Wynn

August 25, 2026Live

Great coach, easy to understand what he wants you to do to make swing changes and every student is treated as an individual.

Steve Slater

Steve Slater

August 23, 2026Live

Was a really great lesson, really knowledgeable and explained the drills well

Lee Smith

Lee Smith

August 19, 2026Live

A great lesson today Connor. You correctly identified where I needed to improve and showed me a couple of great drills. My strike is better already. Thanks.

Lynn Jones

Lynn Jones

August 12, 2026Live

Connor kept it plain and simple to understand. Couldnt believe the difference in just one lesson.

Adrian Price

Adrian Price

August 9, 2026Live

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Purchase Options

Free Consultation

FREE 30-Min Discovery Call!

Book a free 30-minute call to discuss your goals and how we can work together. This is a great way for us to get to know each other and see if we're a good fit!

Schedule Consultation

Online Performance Coaching Monthly

8 Online Lessons
2 Courses
  • Up to 8 x video swing analysis lessons per month
  • Annotated video feedback with tailored drills on every submission
  • 1 x 20-minute Zoom check-in call per month to review goals and progress
  • Personalised monthly focus area and structured practice plan
  • Unlimited text messaging with Connor
  • Priority 24-hour response turnaround
  • Access to Connor's drill library and reference videos
  • Course: Fix your slice in 5 days!
  • Course: Practice like the pros - Practice Guide

$100.00/mo

with 3 month minimum commitment

Recurring billing, cancel anytime after 3 months

Unused lessons don't carry over to the next period

Online Development Coaching Monthly

4 Online Lessons
2 Courses
  • Up to 4 x video swing analysis lessons per month
  • Annotated video feedback with drills on every submission
  • Personalised monthly practice plan and focus area
  • Unlimited text messaging with Connor
  • Priority 24-hour response turnaround
  • Progress review at end of each month
  • Course: Fix your slice in 5 days!
  • Course: Practice like the pros - Practice Guide

$75.00/mo

with 3 month minimum commitment

Recurring billing, cancel anytime after 3 months

Unused lessons don't carry over to the next period

Quick Fix Analysis

1 Online Lesson
  • 1 x video swing analysis with detailed annotated feedback
  • Face-on and down-the-line swing review
  • Personalised drill recommendations to address key fault
  • Written summary of findings and next steps
  • 48-hour turnaround guaranteed

$33.35

One time payment

Swing Analysis 3-Pack

3 Online Lessons
  • 3 x video swing analysis lessons (use at your own pace)
  • Detailed annotated video feedback on each submission
  • Customised drills for each lesson to integrate changes
  • Personalised practice plan included with each analysis
  • Progress tracking across all 3 submissions
  • Messaging support between lessons

$82.80

One time payment

Courses

Practice like the pros - Practice Guide

Make your practice effective with these easy to follow tips!
Practice like the pros - Practice Guide

Fix your slice in 5 days!

Golf shouldn’t feel like a battle every time you pull the driver out. If you’re tired of seeing the ball curve into the trees or losing distance because of your slice, this free 5-day video series is for you. Inside you’ll learn: ✅ Why your slice actually happens ✅ The biggest mistakes amateur golfers make ✅ Simple drills you can practise at home or on the range ✅ How to hit straighter, longer drives with more confidence ✅ How to build better habits that last Each lesson takes less than 10 minutes, making it easy to fit into your week. Whether you’re trying to break 100, 90 or simply keep the ball in play more often, these videos will give you a clear plan to start improving immediately. If you enjoy the series and want personalised coaching, you’ll also have the opportunity to continue working with me through my online coaching programmes.
Fix your slice in 5 days!

Frequently asked questions

What is an online golf lesson?

An online golf lesson is a way of learning golf skills and techniques from a coach or instructor through the internet, using video analysis, live coaching, or online courses. On Skillest, you can get private instruction with an elite golf coach without even leaving your home. Just record your golf swing and send it to your coach, along with any goals, questions, or other information that will help your coach create the right plan for you.

What are the benefits of an online lesson using Skillest?

Online golf lessons using Skillest offer many benefits, such as convenience, affordability, flexibility, and access to the largest selection of the most talented golf coaches in one place. Through video recordings, side by side comparisons, and conversations you have with your coach, you will receive comprehensive feedback on what you need to improve and how to improve these areas. When you get a lesson on Skillest, you don’t need to schedule a time or drive to your lesson. You can just record your swing and message your coach whenever you have questions.

How do I receive feedback from my coach?

You will receive feedback from your coach through the Skillest app. Your coach will record their own videos with their analysis as well as additional drills to work on and send them back to you inside the lesson. You can watch your coach’s analysis, which may include video, audio, text, or drawings and see the changes and improvements they suggest for your swing. You can also ask your coach follow-up questions you have, and chat with them through the app. You can also review your feedback and track your progress anytime on the app.

What are the different types of lesson plans I can purchase?

Skillest offers a variety of plans and packages available for purchase. You can purchase a single online lesson, lesson packages, monthly subscriptions, or live Zoom lessons. Many coaches also offer video-based courses in addition to one-on-one coaching. Note: Not every coach will offer each type of lesson plan available.

What are Courses?

Courses are a series of instructional videos created by expert coaches that cover a wide range of sport-specific topics. Whether you're looking to refine your technique, master strategy, boost your fitness, or enhance your mental game, our courses are designed to help you excel in your chosen sport—be it golf, swimming, cricket, basketball, or baseball.