For me it would have been over $400 since I have over 40 individual windows. I’d do it for $150, maybe $200. But not $400. I’m guessing he was able to pull a few though.

As for the “in the area” thing, it sounds logical at first and I’ve heard of neighbors negotiating a discount by getting the same job done by the same vendor but for jobs that take a good while if not multiple days, it just doesn’t matter.