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

May 12, 2020

Not feeling it? Stuck in procrastination and despondency that makes you feel like maybe it would actually just be better to just sit on the couch, eating pizza and drinking wine, instead of getting up and getting on with it?!?

Well the first thing to getting out of yo...

April 15, 2020

🎥What genre of mind movie are you playing in the saddle?

Rose tinted, rom-com, fantasy or more like a spooky horror show???? 🎥💭🐴

Working with so many riders who struggle with fear - and having been a 'nervous nelly' rider myself for many years, I know that somethin...

March 12, 2020

Celebrating diversity, inclusion and equality everyday? Yes please! 💪🤜

I'm so honoured to be featured in this International Women's Day #IWD2020 feature piece by Digivizer - alongside some truly disruptive women in technology including leaders at Microsoft, Lenovo a...

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...

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© 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.