If it's priced well and obviously in good shape, I have no problem paying their asking price. But if it's a pig in a poke, like an old snowblower that they can't even show running, then my price drops substantially. And since I don't need another project I can walk away easily if they won't sell at my offer.
My last best deal was on an 11-87 Sporting Clays (1997 manuf.) in excellent condition. I was actually looking for a youth gun for my daughter and stumbled on his ad. I said "really nice gun but I'm looking for a youth gun for my daughter. Oh well, best of luck selling it."
I waited a day.
I emailed again saying "Damn, that's a really nice gun. Too bad my gun budget isn't anywhere near your price."
His reply "How much is your gun budget?"
I said honestly "only 70% of what you're asking."
His reply "If you want to split shipping, it's yours."
Sold!