Flashing is the material used to cover roofing joints to prevent leaks. It is commonly made of galvanized steel or aluminum. If flashing is not used or is installed improperly, it will not seal off these joints. The result is that water gets underneath the flashing and drips through the dormers. Dormers need adequate flashing installed with a waterproof barrier to prevent leaks. If it is not tightened down correctly, leaks will ensue.
Ice and water shields are used on roofs to provide an extra layer of protection from the elements. Typically, one sheet is used on the majority of the roof to provide a barrier. However, two sheets must be used on dormers as an extra preventative measure. If only one sheet is used, leaks are common. This shield is placed underneath the flashing and must not be damaged during the installation process.
High winds, age and inclement weather can tear shingles off the roof, even if they were installed correctly. When picking roofing material, choose shingles that are rated for your area's wind and weather patterns. Inspect your roof on a regular basis and check for any loose or missing shingles, especially around dormers, These areas will need to be repaired, as quickly as possible, before water can seep through these bare areas and cause problems.
Roof rot is common around dormers since these areas can collect water and ice. If the roofing materials were not standard or were not installed properly, the wood underneath the dormer can rot. This creates issues not only with structural integrity, but can increase the likelihood of water damage in the interior of the house. Old roofing material can also rot or become very brittle and useless against the elements. Do not put off replacing a roof past the lifetime expectancy of the materials -- it will only create more work for you in the future.