You've lived in your house long enough that you should figure out if there are any windows that you never open and that no longer need to be a style that opens, replacing these with simple double or triple layer glass will do away with the worst part of windows and doors and that is that they need to seal while being able to open and close.
Also ask about how they seal around your new windows, they should caulk everything from the outside, first bit of caulk goes under the nailing flange or brick molding, 2nd bit of caulk seals the trim to the siding, then they should fill the gap between the rough opening of the house and the window with expanding foam, if they stuff the gap with fiberglass or say that doing that much is over kill and not needed then find someone else, don't use the guy just because he lives next door.
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