Opinions Wanted

Have a grand in your pockets when you see him. Offer him 500 bucks, if he goes for it, reach into your right hand pocket and pull out 500 bucks. If you haggle it for $750 then going to your right hand Pocket for the $500, then you left hand pocket for the $250. If he insists on $1000 and you really want it, then reach out to all three pockets.

Be prepared to just simply walk away.
That's how I've always done it. And always walk away if the deal isn't right. No harm, no foul.