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My swamp cooler enters the house horizontally through an exterior wall. What is the correct way to seal this interface to the wood siding? Should I just use an exterior caulking around the edges?

swamp cooler interface

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Stick closed-cell backer rod into the larger gaps. Then caulk over everything (small gaps as well as the backer rod) with a good exterior-grade caulk that looks good color-wise when connecting them.

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