I have a small (~4'x6') section of roof over our great room off on its own. While I was doing some other work I noticed that there was caulking between the wood trim on the sides and the shingles themselves that seemed in need of repair. TBH I wasn't sure it if was normal to have just caulk joining the trim and wood so before I redid that I figured I would consult the great oracles of wisdom here as to whether this was normal and, if so, if there was a good brand of caulk to go with. Sure lots say they'll work with a 'variety of surfaces' but how well do they really do? 
