Ride with Clarity, Confidence and Connection

join the

The Dressage Training Test Challenge

Over the next 6 weeks, you and your horse will ride with more focus and flow - no pressure, no competition, just support and progress.

ENROLMENT OPEN NOW

$67 for over 6 weeks of lessons + Test Feedback + Supportive Community

👇 Here’s How It Works

✅ Step 1 - Find your level – From Preparatory to Elementary (even walk-only if you’re building confidence) from the easy quiz

✅ Step 2 - Prepare and Follow your weekly guided audio rides + arena plans over 3 weeks

✅ Step 3 - Practice and Submit your test by March 6th for kind, constructive feedback from Ann

These custom tests celebrate harmony, balance, and relaxation - so both you and your horse can feel good in motion.

💡 Why Join?

Because you deserve to feel:

✔ Clear in your training plan

✔ Connected to your horse

✔ Supported every step of the way

For 6 weeks, we’ll ride together - focused, inspired, and having fun again.

Meet Your Coach

Ann Montgomery

With over 40 years of experience in equine biomechanics, rider coaching, and classical training, Ann Montgomery has helped countless riders develop deeper awareness, balance, and connection with their horses.

Mentored by Belinda Bolsenbroek and having studied equine anatomy dissections under the renowned Sharon May Davis, Ann brings a profound understanding of how horses move - and how riders can train in harmony with that movement.

As a Level 2 Mastery Coach in Ride With Your Mind, Ann is known for turning complex biomechanics into clear, practical steps that riders can immediately apply. Her coaching blends precision with empathy, helping riders work with their horse’s natural balance rather than against it.

In the 3-Week Dressage Training Test Challenge, Ann guides you through a simple, structured process to refine your riding, improve communication, and build confidence - one ride at a time.

This challenge isn’t about perfection.
It’s about harmony, understanding, and creating a rhythm between horse and rider that feels effortless.

Join Ann and riders from around the world as you rediscover focus, connection, and joy in your training.

What riders are saying...

100% Recommended

Everything is achieved using harmony, knowledge and understanding

"Ann's amazing depth of knowledge regarding horse and rider bio mechanics and her ability to share this knowledge in a practical way. Everything is achieved using harmony, knowledge and understanding. She is a breath of fresh air from the traditional training methods."

- Sally Buktenica

Shows a wonderful understanding of equine and human biomechanics

"Ann is incredibly insightful and observant, and very kindly helps me to understand what I need to work on, how to work on it and why it will make a difference. So there is no endless laps of the arena insisting on “more leg” and/or “better contact” while I pray for a miracle. Ann has helped me with a few horses over a number of years and is always thoughtful, interested/present, and shows a wonderful understanding of equine and human biomechanics. I am very grateful to Ann."

- Christine Norris

Has the horse's well-being at the forefront of her holistic approach

"Ann has such a thoughtful, patient and knowledgeable approach to coaching - both horse and rider. She has the horse's well-being at the forefront of her holistic approach. Using her decades of experience in horse anatomy, coaching and biomechanics, her empathic approach enables such an amazing transformation in a short period of time."