© 2018 Wedgetail Equine. This site made in memory of  Ailsa Roberts

Upper Lansdowne, NSW 2430

+61 433 307 853


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Academy of Courageous Riding.

Welcome to the Academy of Courageous Riding


I'm so glad you're here! 

If you are tired of calling yourself a 'nervous rider' or a 'nervous nelly'...

If you are looking for help to become the calm, confident and capable rider that you have always dreamed of being, and you know you just need the RIGHT toolkit to help you break through to the riding results you have been dreaming of  - you are in the right place!


This site has been designed to help you make your riding dreams your riding reality! It's packed full of information, tips and resources to help you start feeling more confident right now! So dig in!

Love Stef



Hello! I'm Stef Winwood and
I’m a Dressage rider, breeder and mindset coach combining my lifetime of riding and teaching with my NLP training for riding success. I am so passionate about helping riders like you transform your riding results.


“Stef does amazing work, she is very gifted in bringing out your inner challenges and helping you move forward and address them. Stef has helped me so much!” 


—  Emma Louise

postcards from the blog

February 2, 2020

Science backed daily practice to make you a WHOPPING 94% more likely to turn your goals into reality

January 21, 2020

What is it that determines our level of 'riding success?' ... That single most important riding asset or essential skill? 🐴🧐

So often riders come to me to help them look for answers and this is one of the first questions I ask them, because often as riders...

January 8, 2020

What is your fear really costing YOU? 🤔 It's possibly more than you think...

When I was stuck in fear it cost me years. It cost me tears. It cost me love and money and more than that wasted learning and progress opportunities, that I can never get back. It cost me st...

October 16, 2019

Don't squander your time with your horses in #hussle&hurry!

Horses hate rush and you will make more progress if you simply slow down, tune in and be all with your beautiful horse - connecting as two souls rather than master & slave.

Leave the bustle of the daily grind b...

July 18, 2019

Sometimes you simply have to BE it BEFORE you can believe it! 

If you are going to take the big leap and cross the divide from a nervous, tense and ‘in-your-head’ rider to a more confident, calm and collected rider – at some point you’re going to have the make the dec...

November 23, 2018

Let your horse have the loudest voice in your riding and training.

Not of what to do and what to avoid - but to fully listen and know when something is working for him, when something is understood and explained properly, or when something is uncomfortable and difficul...

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