• 1-On-1 Coaching Services

Work with a world-renowned cycling coach and take your cycling to the next level of power and fun!

1-on-1 coaching gives you the opportunity to work closely with coach Simon, a former 6 year professional cyclist, 15-time national champion, and coach for over 25 years. We coach all level of cyclists from the junior who wants to ride the Tour de France one day to the retired working professional who loves feeling stronger on local group rides.

We draw on many years of coaching experience having worked with top pro racers and everyday cyclists on the road, track, mountain bike, and gravel.

We use cutting edge training methods and technologies like INSCYD testing, TrainingPeaks WKO5, Best Bike Split, and specific mental coaching techniques.

We provide a balanced approach to coaching believing strongly in building long-term relationships, clear and positive communication channels, and a healthy approach to data.

We develop a comprehensive plan to make you faster including the right training plan specifically for you, nutritional and optimal weight, skills development, tactical education and implementation, and the mental side.

Coaching Services

Bronze Level

The Bronze level is our lower level coaching option which includes a fully personalized training plan and limited coaching communication and review of training. Typically, coach Simon will review a few of your key sessions in TrainingPeaks every 3-4 weeks before designing the next few weeks of training. At that time coach Simon may reach out to see what events or travel is coming up. Coach Simon does not review your training like with the Silver and Gold coaching levels or do regular coaching calls and text communication.

When you sign-up for Bronze Level coaching, you’ll get the following features and benefits:

A training plan built from scratch personally for you by coach Simon

A coaching consultation at start-up to review your questionnaire and discuss your cycling goals and training (+-45 minutes)

Coaching communication via email, text, and our global community Facebook group

Coach “check-in” every 3-4 weeks via TrainingPeaks or text/email with review/comments on a few of your key training sessions completed

A TrainingPeaks basic account

Cost: $150/month (plus $75 start-up) 

Silver Level

Silver level coaching is one-on-one coaching where coach Simon provides you with weekly coaching and feedback through TrainingPeaks, as well as ongoing mentoring and communication. Typically communication at this level includes a few text/emails per week and 1-2 calls per month.

When you sign-up for Silver Level coaching, you’ll get all of the following features and benefits:

∗ One-on-one coaching and mentoring from USA cycling certified coach Simon Kessler

∗ Coaching communication via private message, email, TrainingPeaks workout comments. Typically 1-2 calls/Zooms per month

∗ A training plan built from scratch personally for you

∗ A weekly review on Mondays of the training completed, including coach comments on individual training sessions in TrainingPeaks

∗ Training calendar revisions as needed

∗ A complete approach that includes specific training, nutrition, mindset training, skill development, and tactical education

∗ A TrainingPeaks Premium account ($25/month value)

∗ 4-phase strength training plan & stretching routine 

∗ In-depth power testing and profiling

Cost: $325/month (plus $100 start-up)

Gold Level

Where the Silver coaching level provides you with weekly feedback the Gold level provides you with daily feedback meaning that when your ride uploads to TrainingPeaks coach Simon will provide you with expert feedback and comments in TrainingPeaks within 12-24 hours (Monday – Friday). This is the highest level of service we currently offer meaning Gold level clients get priority for training review, adjustments, and communication. At this level coach, Simon is most in-tune with the athlete and what they need to be successful.

With this plan, you receive everything the Silver Plan offers plus:

∗ Gold level clients training rides are reviewed within 12-24 hours via TrainingPeaks Monday-Friday and usually Sundays

∗ Calls/Zooms weekly or as needed to plan your training, discuss goals, go over race strategy, nutrition, and more

∗ Unlimited revisions of the training plan

∗ Greater time spent on the key pillars of performance and progress: specific training, nutrition, mindset training, skill development, and tactical education

∗ Access to our mental coaching course ($150 value) as well and more time spent developing the mental side of performance

Cost: $425/month ($100 start-up fee)

Client Testimonials 

Simon and I have been working together since I was 14 years old.  Over the past 5 years, he has helped guide my training in a way that allowed me to go from racing at a local level to the international level in a very short span of time.  The increasing seriousness and pressure of becoming a professional cyclist is not easy, but Simon has helped me learn to better understand the mental side of cycling but also life. Learning how powerful your mental approach to races, training, and setbacks can be has allowed me to approach events in cycling and life with a very strong mindset, which ultimately is the key to success. – Kevin Vermaerke U23 Liege Bastogne Liege 2019 winner. Sunweb World Tour Pro 2021
I started with Simon’s program “8 Weeks to your Best Ever 20-40km time trial!” summer 2015 and after trying this I become Norwegian Champ 45-49 Master with an average speed for 46.2km/h. I have Simon as Coach the season 2016 and I have more then 20 WIN on the road race and Time Trial in 2016. – Arvid Johannesen UCI World Time Trial Silver Medal winner 40-49, Norwegian Champion
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 Mitchelton Scott Pro Team, Tour de France 2013 Yellow Jersey
Let me start by saying I’m in my 60’s, retired, and met Simon at the Georgia Camp in 2017. Back in my 30’s and 40’s I was an avid cyclist and raced road and MTB. Training was the fast group rides. In Florida, we never have an off season and have some seriously hard group rides. Cycling reentered my life in 2016 after a 12-year hiatus. After meeting Simon and knowing some of his trainees I decided to go for it and begin working with him. It’s literally night and day. I’m in the best shape of my life. Being retired allows me to ride a lot, but the training is specific and prepares you for your goals. Mine happens to be numerous centuries, epic events, and our amazingly hard group rides. It’s not easy and at times can be discouraging, but it’s a program. My fitness has surpassed my greatest expectations. Simon was born to coach. He’s encouraging, thorough, a listener experienced and it makes me want to meet or beat his programs. I’ve always been coachable as an athlete through college. Somehow Simon motivates me and I’m so glad he took me on. If you want to take the next step or bump up your cycling level, Simon is the coach to work with. – Brian Fisher Retired professional. Competitive group rider and masters athlete

Coaching one-on-one with Simon includes the following benefits:

1-On-1 Coaching Communication

Our Silver and Gold levels include one-on-one mentoring and support from coach Simon. Simon is just a text message away to get your questions answered and to receive expert guidance. You’ll receive pro-level advice before and after goal events. The Bronze Level custom plan includes your training plan questions answered by email but no ongoing coaching communication.

A Fully Customized Training Plan

Your training plan is designed from scratch by coach Simon and takes into account your current fitness and experience level, your goals, your work and family schedule, your time available to train, and more. The plan is tailored to your specific needs and goals.

Plan Adjustments

Life happens and unexpected events come up and can affect your training. Unlike a custom plan, our Silver, and Gold coaching levels include plan revisions when needed to ensure that you are always doing the right training.

Goal Planning and Training Analysis

With our Silver and Gold levels, we plan your season or upcoming month based around your personal or race goals. Each week, coach Simon reviews your power files and provides expert feedback in the spirit of learning, progress, and encouragement. Having coach Simon holding you accountable adds extra motivation to win each training ride.

Mental Training and Life Coaching

Many of coach Simon’s clients call him a life coach. Simon’s wisdom and insights offer powerful new perspectives and help you on your journey to tap into your true divine potential. Simon’s mental training program has consistently helped his clients achieve breakthroughs at their goal event or championship race and find greater peace and joy in everyday life.

Join Our Community

Working with Simon one-on-one gives you full access to our active Facebook community where you will receive additional coaching, meet fellow cyclists, and share in each other’s victories and personal breakthroughs.


I don’t race. IIs your coaching only for racers?

Our coaching and training plans are for many different types and levels of cyclists. Many of our clients don’t race or may race on occasion. We find just as much joy in helping the beginner cyclist learn how to improve and be competitive in a local group ride or break some personal records as the seasoned pro who wins a big pro race.

What’s the coaching commitment and cancellation policy?

There are no contracts for 1-on-1 coaching or custom plans. The commitment is month-to-month for the Silver and Gold options and 12 weeks for the custom plan.

Do I need to have a power meter to complete your training?

We highly recommend a power meter to get the most out of your training plan and to create a detailed history of your progress and training files. A power meter is not required for coaching or training plans. A heart rate monitor can work very well as an alternative.

What are some of the other things you provide for coaching clients?

All our coaching options include strength training plans, stretching plans, warm-up plans, resources on nutrition, mind-set, bike skills, group ride and race strategy.  Coaching clients are part of our member-only community where you will receive encouragement from fellow cyclists and receive additional coaching. We also offer our one on one clients personal nutritional plans, consultations to address specific needs, and the highest level of coaching communication.

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