Leading slash might be a problem, might not. Three things could affect this (actually two and three ould be considered as one point):

• How you organize and store your web content on your local driver, and how you map those URL’s to the actual storage location.
• In your html files, how you specify links, full path or relative path.
• How users specify the link from their browser, full or relative?

In general, a path with a leading slash, when you use it directely without any mapping, the system understands it as absolute path starting from the root directory, which might not be what you want.

A good design practice is to have a mapping function, to map URL/URI to the actual storage location. This could largely ease your maintenance effort. In the future, if you move your stuffs around, this could be the single point that requires change. Or at least have a constant to specify the base path.