Hey davbot, I was able to clear this up eventually. Im not sure exactly what the main fix was but after updating all plugins I went through the woocommerce email tab and re-saved all the sections. I then created an order, cancelled it and then emails started workign again. This is probably the weirdest solution to a bug but for whatever reason it worked for me. The key may be having to go into the email tab and just re-saving all the settings.