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You can put new siding over clapboards, but it’s not recommended. Some sidings, like vinyl siding, can go over clapboards with sheathing like a foam layer in between. However, it’s best to remove clapboard siding if you plan on replacing it with new siding. Burying wood clapboards underneath new siding can create risks of rot and mold, or hidden insect damage. It can also create warping issues over time. Removing clapboards allows you to properly install a new sheathing, as well as clean up the exterior wall and look for any signs of damage.

Composite siding is very resistant to warping that can affect some other sidings. Because of its composition, this siding doesn’t have the same risks of moisture damage that can cause rotting, buckling, and warping. Composite material doesn’t warp in high temperatures the way some kinds of vinyl siding can.

That said, composite siding is not entirely immune from moisture damage. It should still be properly installed so that moisture can properly drain from behind the siding, and protected by eaves and clean gutter so the siding doesn’t get repeatedly soaked by rain, which could lead to damage.

Yes, siding orientation can affect a home’s resale value, but in what way and by how much really depends on the prospective buyer. For instance, some buyers prefer the more modern appearance that vertical siding offers, so having it can increase your home’s value in their eyes. However, other buyers prefer the classic, more common appearance of horizontal siding, so having vertical siding can decrease your home’s value in their eyes. 

Generally speaking, the thicker the siding, the higher the quality. Thicker siding provides a stronger resistance against extreme weather conditions. Thicker siding also tends to fade more slowly under the sun. Hardie boards, a popular fiber cement siding option, is usually 5/16 inches thick. Meanwhile, masonry-finished cement siding varies from 5/8 to 5/8 inches thick.