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@tmevans
i think this depends a bit if it’s oil on oil, oil on acrylic etc. I agree with the previous poster. sand and paint presuming it’s the same kind of paint, definitely prime if not or you don’t know. Putty is oil and sandy stuff so modern acrylic paint won’t stick to it neither will primer be up to it, potentially, so you’ll need to Zinser it. Tbh those windows look pretty ok. We did our windows in june and had left it to the point of there being leaks after big rain. We still haven’t painted the inside bc this we thought cous wait until we decorated.