lol, he sounds a lovely daft dog!
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our Sheba wasn't keen on being brushed when we first got her... now she will tolerate it without too much silliness
I do it outside (she is a German shepherd so very hairy!) and after a good run , she'll sit a while if she can nosey down the road at the same time.
Keep at it, time will help, and make standing part of his play & training.