Gary,
The water inside the wall may not all be coming from the awning connection point. A few months ago I removed the aluminum strip covering the connection between the roof and walls on our 1998 Contessa. I found several areas, the worse at the front cap over the driver side window where the cap & roof & sidewall joined. The fiberglass cap had been poorly trimmed during assembly resulting in a large gap that depended entirely on the caulk under the trim to keep the water out - see photo.
Over the awning I found the fiberglass trimmed well and lapped over the sidewall, but many of the screws had rusted heads, or stripped threads, and were not holding the roof panel tight against the side wall to keep water in the gutter from entering the splice area. As others have done I removed the gutter and all the screws, applied a heavy bead of roof caulk, than reinstalled the gutter with stainless screws. Many places I had to drill new holes where the original screws where either broken or the holes in the frame were stripped. The result was a tight seal of the roof to wall above the awning box (although not as straight or attractive as it was in 1998!). I plan to add Ed Buker's repair to the top of the awning box when I can, but for now I have stopped those wall leaks.
Grant
(Pictures are in next post).