I actually accepted a trade with him and he seemed pretty cool about it.
He didn't try to scam me a lot, I had a hat worth 2.66 (actually 1.33 but I changed the name and painted it) and he wanted to trade for his hat which was only 1.33. It wasn't a big deal or anything, I just took it as a joke. Obviously I didn't actually trade him the hats.
Although yeah he still kinda tried to scam me so...
Kinda pointless, seeing as how anybody smart would just price-check deals before-hand.
I offered him medal for some of his hats but he never traded me :(