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I bought the Dicor sealant when I resealed the roof but after removing the old caulking which looked like yours I taped off the roof leaving about an 3/8” of the rain gutter exposed for the roof sealant. After I finished the roof coatings and removed the taped off part I realized the roof coating replaced any caulking I was going to install. It was a perfect fit and sealed it better than caulking.
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