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Not wrapping a house before installing siding can lead to moisture intrusion, rot, mold, and even higher energy bills. Older houses may have siding installed without wrap underneath, so it’s a good idea to add a wrap layer when it comes time to replace old siding to prevent potential damage from water intrusion—local codes may even require it, so check with your municipal building authority. 

You should install your cedar shake siding with the rough side exposed. The smooth side is less resistant to weathering over the years, and the rough side gives your home a more rugged aesthetic. The rough side also takes to paint better and ensures any paint job will last longer before needing to be redone.

You should restain or refinish your home's cedar siding every three to seven years to maintain its appearance and ensure maximum protection. The precise frequency depends on several factors, including your local climate, the siding's exposure to severe weather like direct sunlight, rain, and wind, the quality of the initial stain application, the type of stain used, and the condition of the wood.

Homeowners in harsh climates with high humidity and significant direct sunlight should plan on restaining every three years, while those in milder locations can wait up to seven years. For the longest-lasting protection in particularly harsh environments, consider using an opaque stain.

If you're looking for a lower-maintenance alternative, vinyl or aluminum siding are options to consider. Although their installation cost may be higher, they don't require as much upkeep over time, which can provide more value, especially in areas with excessive rainfall or high humidity.

Pressure washing shou sugi ban siding is generally not a good idea. The charring process used in creating shou sugi ban siding involves burning the wood's surface to achieve its unique appearance and enhanced durability. The charred surface is delicate, and pressure washing can easily damage it. Instead of pressure washing, you can clean it with a soft brush or broom to remove loose debris, followed by a mixture of mild soap and water applied with a soft cloth or sponge.