HIGH-PERFORMANCE COACHING
Coaching for Cyclists
Who Refuse to Plateau.
Personalized, data-driven coaching for ambitious cyclists who want structure, accountability, and measurable gains.
Coaching since 2001 · 28 pro wins
25+
Years Coaching
28 pro wins
Champions & Pro Athletes
1,000+
Athletes Coached
Global
Clients Worldwide
Who this coaching is for
Built for Cyclists Who
Are Serious About
Improving.
This isn't for casual or hobby riders. It's for committed cyclists who want to be coached.
You are focused on real performance, not just riding
You train consistently and want more structure and accountability
You value data and objective feedback over guesswork
You're ready to invest in expert coaching and accountability
You're committed to long-term progress, not quick fixes
You want measurable gains backed by a proven track record
Coaching options
Find the right fit for you.
Most personal
1:1 Coaching
Fully personalized coaching built around you. Your data, your schedule, your goals. Imagine putting out more power than you did ten years ago: setting PRs on your favorite climb, lining up at the fast group ride with confidence. We adjust every week based on your numbers, with the accountability that makes the difference.
Learn moreStructured
Training Plans
Ready made training plans designed by coach Simon for your event, race, or fitness goal. Train with purpose and clear daily direction. Each plan is purchased through TrainingPeaks with detailed sessions, personalized zones, and email support.
Learn moreCommunity
Training Camps
Immersive multi-day camps in Mallorca, Boulder, and France — coached on the road, with structure, world-class riding, and the kind of memories and friendships that last. The experience that makes you feel truly alive.
Learn moreResults that matter
Real Athletes. Real Results.
"At 68 I've never ridden better. Six years with Simon changed not just my cycling, but my life."
Read More
Six years ago I made a phone call that changed not only my cycling but my life — to Simon Kessler. Since day one he's kept me accountable and ramped up my training so I saw improvement fast. As a former pro and experienced coach, he takes the time to get to know each client and builds a program around them. Because of my time with Simon I can compete with much younger riders — at 68 I've never ridden better. The camps and trips to the Tour de France and Mallorca created a lifetime of memories and friendships. Do yourself and your cycling a huge favor and start what I promise will be an awesome journey.
Rod Lake, 68
Dallas, TX
5+ years
Coaching client
"I'm in the best shape of my life. The structure and accountability work.. I still surprise myself."
Read More
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, 70
Masters Athlete
Best Power
and fitness at 70
"Simon helped me go from racing locally to the international level in a very short time."
Read More
Simon and I have worked together since I was 14. Over the past five years he's guided my training so I went from racing at a local level to the international level in a very short span of time. The pressure of becoming a professional isn't easy, but Simon helped me understand the mental side of cycling — and of life. Learning how powerful your mindset can be toward races, training, and setbacks has let me approach everything with a strong mind, which is ultimately the key to success.
Kevin Vermaerke
Pro · UAE Team Emirates
From Junior
to World Tour
Proven at the highest level
Experience That Sets the Standard.
Coached Athletes to the Pro Ranks
From regional racers to World Tour contracts - including riders now with UAE Team Emirates -built on consistent, structured development.
National Champions Across Disciplines
Road, gravel, and mountain bike titles across age groups — including USA Gravel and Criterium National Champions.
A Background at the Front of the Race
An ex-professional with the experience and peloton connections to stay ahead of how training and racing actually evolve.
The same principles that develop elite athletes are applied to every rider I coach.
About Simon
Coaching built on experience.
I'm a former professional cyclist with a 25+ year track record coaching riders at every level — from World Tour pros to dedicated age-group athletes chasing their best season yet. My job is simple: help you get stronger, ride faster, and keep doing it for years to come.
Over the years I've coached national champions, guided juniors into professional contracts, and helped riders in their 60s and 70s reach the best form of their lives. I still race myself, so I stay close to how training and the sport actually evolve. And as much as I coach the numbers, I coach the mental side — because how you handle pressure and setbacks is what separates a good season from a breakthrough one.
Learn more about SimonMy approach
How You Improve.
Data-Driven Decisions
Every adjustment is rooted in your numbers - power, heart rate, fatigue, recovery. No guesswork.
Personalized Programming
Built around your life — work, family, races, and your training history. Never a generic plan.
Built for Longevity &
Injury Prevention
Progress that lasts, without breaking down the engine. Strong this season and next.
Efficient Training for Busy Lives
More return per hour. Real plans for real schedules — results without living on the bike.
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.
Ready to Take Your Performance to the Next Level?
Coaching spots are limited…