Get a watertight contract. State how much/what work the horse will be doing, and where it will be advertised/how the advertising will be pushed/renewed. If you need the horse sold asap, give them a date it needs to be gone by.
Guess who had problems with sales livery before!
On another level...
Agree with others that have said every time he does it will ingrain the habit into him unfortunately.
Alas I used to have an (older) horse that had learnt this nasty habit, along with trying to double barrel you for good measure.
I stopped lunging him “properly” at my first yard… it wasn’t...
I’ve been through my phase of having to buy everything new and shiny and neat.
Only buy rugs brand new if I can’t get what I want secondhand. And as for farriers, front shoes or barefoot