Our house was built in 2016, shortly after moving in we noticed that all of our windows on the main floor leaked. The builder came, did something (I wasn't home), and all but one stopped leaking. It didn't leak often, so like a responsible homeowner, I am just getting to fixing it.
I inspected the leaking window and noticed there were gaps in the caulk between the board trim (see image below) and the window, so I re-caulked all the windows. Recently it rained, and now two windows leak (the one, and an additional one).
In the picture, we have vinyl siding, j-channel, board trim, window. I caulked between the board and the window. I am wondering if it shouldn't be caulked because the water has no were to escape if it gets behind the j-channel. thoughts?