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Yes, gable vents can let water in. That being said, this usually only occurs during extreme conditions like heavy rainfall. You can prevent water from entering through gable vents by adding a screen that traps the water before it can enter.

Having your roof cleaned can be worth it because it improves the life span of the materials on the roof. You won’t have to pay a roof replacement cost as often when you clean the roof regularly. 

There are several telltale signs that your roof needs to be professionally cleaned. It's best to hire a professional as soon as you notice any indicators of wear to preserve your roof's longevity. Key signs to look for include:

• Moss, Algae, or Plant Growth: Look for moss growth, black streaks (which are often a type of black algae), or any other plant life on your roof's surface.

• Dirt and Grime Buildup: A general layer of dirt and grime can accumulate over time.

• Leaf Buildup: An accumulation of leaves, especially in the gutters, is a clear sign.

• Buildup Under Shingles: Dirt and debris can get trapped under the edges of your shingles.

• Shifting Roof Shingles: While this can indicate other problems, it can also be a sign that cleaning and maintenance are overdue.

• Comparison to Neighbors: If your roof appears significantly dirtier or different from your neighbors' roofs, that’s another sign it may be time for a cleaning.

You should not clean roof shingles if the roof has damage like missing shingles or low spots where water may accumulate. You should focus on repairing the roof before any cleaning process occurs. If you notice roof damage as you’re climbing on the roof to clean it, stop immediately. Call a roofing pro to make repairs. Cleaning a roof that has damage could lead to pooling water or water damage to the roof decking. The roof cleaning process removes mold and mildew, making the roof look better. It is not going to fix physical damage, though.