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About silicone sealant proper, nearly everything has been said already. But when people say "silicone" in everyday, at least over here, they can mean different sealants / caulks, including silicone, acrylic polymer and polyurethane. Techniques for polyurethane caulks For polyurethane based sealants and construction glues (examples: Sikaflex-221, -252), ...


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I'd be sanding them and caulking them before applying the house wrap.


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I’d advise against trying to paint over it, even with the best primers, I would use a caulk removal tool and carefully get under it. You might get lucky and it will peel off in a long strip. The caulk removal tool helps a lot in getting it off.


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What worked for me... I used a sander on the flat surfaces to remove any caulk there, but cutting the bead out of an inside corner was more difficult than I hoped. So I caulked over that with some paintable caulk as @SolarMike suggested. The inside bead ended up larger than I would like, but replacing all the trim would have been easier than cutting all ...


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