Do we really need to replace the entire roof? Can’t we just replace that part? Why would we need to pull up the entire old roof just for some leak around the skylight? These are legitimate concerns and in the next few paragraphs I’m going to help you decide on how much you need to be investing in this leak and when to steer away from a contractor who’s pushing you on a new roof. This can be a difference in thousands of dollars so it’s important to understand the issues at hand.