Why the tie-in is the leak point
Two things are true at a tie-in that are not true anywhere else on the house. First, it concentrates more flashing per linear foot than any other detail — new valleys, a roof-to-wall run, a head condition, and often a cricket, all within a few feet of each other. Second, the addition and the original house sit on different foundations poured decades apart, and they settle at different rates. A rigid, sealant-dependent detail at a moving joint has a predictable ending.
