How to stop Roof leakage problem ? Damaged Roofing Materials: Weather-related factors including sunshine, wind, and rain can cause roofing materials to deteriorate over time. Water can enter the roof through broken sealant around vents and chimneys, degraded flashing, or cracked or missing shingles. Poor Roof Installation: Weak spots or inadequate sealing may result from incorrect roof installation, which can cause leaks, particularly during periods of intense precipitation. Clogged Downspouts