Not too far ahead, the house is going to get painted with Duration...a sherwin williams product...which is meant to last for many years longer than other paints. Low maintenance is the goal and I decided, for better or worse, not to go to the expense of vinyl siding for the soffits. These soffits are 3 feet wide. They slant downward and aremade of plywood installed circa 1971. I had two painters bid on the project. One said that he would caulk where the soffit boards meet the fascia that holds the gutter. Another said that he would remove whatever caulking is there and leave uncaulked. His rationale is that mositure can gather there and needs a place to get out. My thought is that if the new roof and new gutter are installed properly, and the ventilation is balanced...then caulking would be a better paint job....then again, maybe a waste of time.????? Fwiw...i'm still bewildered (my middle name these days)...about how to economically replace the continuous 2-3 inch vents in the middle of these soffits. These old vents are just too covered with paint that only can be p scrapped by hand, and even then I'd bet that the net flow is 10 percent of the area....and what people may not know is that "new" vents only have 33% net flow. So, I repeat my inquiry from an earlier thread....Can these vents be ripped out and replaced without removing the soffit plywood, too? The handyman says "NO" and a general contractor wants $1400 for 150 feet of replacement with 3inch vents. That's about the cost of wrapping with vinyl.