1:1 Cycling Coaching with Simon Kessler

Coach Directly With a World-Class Coach

One-on-one coaching with Simon Kessler - former professional, 28 career wins - built to take your power, health, and confidence to a level you haven't felt in years.

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What's Possible

Stop Guessing. Start Improving.

The advice out there is endless and most of it conflicts, so you're left guessing and second-guessing. Coaching replaces the guesswork with a plan built for you - and this is where it takes you:

Leaner, stronger, putting out more power than a decade ago

New PRs on your favorite climb — power up 20-100 watts in 3-6 months on your sprint, 1-60 minute power 

Lining up at the fast group ride with the confidence to play with the best

Finishing an epic ride feeling genuinely strong and accomplished

Arms raised on the podium at your first win

Your Coach

You're Coached by Simon Kessler.

Work one-on-one with Simon Kessler — a world-renowned coach and former pro with 28 career wins, who's developed World Tour professionals, national champions, and riders in their 60s and 70s riding the best they ever have. He's a text message away.

Learn more about Simon

25+

Years Coaching

28 pro wins

Champions & Pro Athletes

1,000+

Athletes Coached

Global

Clients Worldwide

What's Included

Everything in Your Coaching.

Direct Access to Simon

A text away for questions and pro-level guidance before and after every goal event.

A Fully Custom Plan

Built from scratch by Simon around your fitness, goals, and work–family schedule.

Plan Adjustments

Life happens. Your plan is revised whenever needed, so you're always doing the right training.

Weekly Analysis & Goal Planning

Simon reviews your power files every week and plans your season around your goals.

Mental & Life Coaching

Many clients call Simon a life coach. His mindset work drives breakthroughs on and off the bike.

The Community

Full access to an active group of riders sharing wins, support, and breakthroughs.

How COACHING Works

A Simple, Proven Process.

1

Clear Starting Point & Goals

We pin down your fitness, physiology, and exactly where you want to go.

2

A Proven Roadmap

A personalized plan built on hard-earned secrets from decades at the top.

3

Guidance & Accountability

Regular communication, mentoring, and accountability keep you consistent.

4

Results You Can Feel

More power, better health, greater confidence, a richer life through cycling.

The Journey

Life in the Saddle.

Results that matter

Real Athletes. Real Results.

"Simon helped me turn a nervous mind into a real asset and become one of the most consistent riders in gravel."

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I started working with Simon when I was racing at Quick-Step. I've always been interested in the mental side of performance, and he helped me build the skills to turn my nervous mind into a valuable asset — both while racing and in handling the pressure of being a professional. When I switched to gravel, he became my full-time coach and helped establish me as one of the strongest, most consistent riders on the scene.

Petr Vakoc

Factor Bikes Pro

UCI Gravel World

 Series Winner

"Simon helped me grow physically and mentally; and take something positive from every single race."

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I've worked with Simon for about three years, and I wouldn't be where I am today without his coaching. Under his guidance I won my first national criterium title, earned a spot on the Mountain Bike World Championship team, and won the 2025 Gravel Nationals. His focus on mindset has helped me take something positive from every race — even the hardest ones. He's a genuine person and an outstanding coach.

Landrie McLain

Bear National Team

USA National CHAMP

Gravel & Criterium

"I'm in the best shape of my life. The structure and accountability work; I still surprise myself."

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Back in my 30s and 40s I raced road and MTB, then took a 12-year break before cycling reentered my life in 2016. After meeting Simon I decided to go for it. Nothing is easy, but structure and accountability work — the training is specific and prepares you for your goals, and I still surprise myself. Simon was born to coach: encouraging, thorough, a great listener, and still a top-level competitor himself. I'm in the best shape of my life. If you want to take the next step in your cycling, Simon is the coach to work with.

Brian Fisher

Masters Athlete

Best FITNESSS

and health at 70

"Simon's ability to make you believe in yourself goes a long way. Not just my coach; a good friend."

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Simon's ability to believe in you, and make you believe in yourself, goes a really long way in my experience. He understands the commitment cycling takes and understands that everyone is different. I recommend Simon to any athlete who wants to become a better cyclist. Not only is he my coach, but a good friend. Thanks for all your help!

Daryl Impey

16 year Professional Cyclist

2013 Tour de France

Yellow Jersey

"We started in 2007 to help me fulfill my Olympic dream. His power to motivate me is endless."

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We started to work together officially in 2007 to help me fulfill my Olympic dream. His knowledge in cycling and his passion for the sport is very evident and very motivating for me — therefore I seek his advice for many of my races around the world. Simon is still a great cyclist himself and that helps him understand my needs when I am out there, or preparing for a big race. His power to motivate me and make me believe in myself is endless, and when I chat with him I really see results!

DIRK BOCKEL

Leopard Trek & BMC

ironman CHAMP

and Olympian

FAQ

Questions, Answered.

Why should I pay a lot more for coaching than getting an AI training plan?

If you just want a simple training plan then coaching may not be for you. The real value in coaching is working with a coach who has a proven 25+ year track record. Clients find real value in the accountability and extra motivation of having someone in your corner. Over time the athlete-coach relationship is the true power and value of coaching which can’t be had with an AI agent.

It really depends on your perspective. If you think coaching is expensive then it's probably not for you. There are people paying Tony Robbins $1 million for an hour coaching call.

Instead of looking at the upfront cost, think how staying fit and healthy will improve the quality of your life and potentially save you thousands of dollars in medical costs down the road.  

What about experiencing priceless moments whether competing at your personal best or completing an epic climb in Mallorca or Boulder?

The coaching journey is rich with personal growth and breaking through limitations.

Many of our clients don’t race or do some occasional gran fondo or gravel events each year. Many of our clients seek out coaching for the joy of health, fitness, and personal improvements and breaking some personal power records or Strava segments.

If you are self motivated and have some personal fitness goals then age is not a limiter! The majority of our clients are between 40-75 years old.

There are no contracts for 1-on-1 coaching or training plans. The commitment is month-to-month (30 days) for our services.

Yes, training with power is the best way to get the most out of the coaching experience. It provides objective data that helps determine your strengths and limiters, guides your training intensities, and is used to evaluate your improvements over time.

We will create a TrainingPeaks account for you and include the Premium version as part of our coaching package. The account is always your account and the coach can be removed at any time.

Ready to Take Your Performance to the Next Level?

Coaching spots are limited…

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