The aluminum roof crimped joints do not come from the factory caulked, but caulking them should not hurt anything, I caulked our 95 and I caulked our 2209 as soon as we got it. Have you checked the caulk around the black & gray water vent, also check the caulk around the air vents. The molding at the top along the edge is also a place for a leak to occur especially in an old trailer, the original caulking which is under the molding, drys out and over the road flexing causes a leak especially where the screws go in. The insulation in the roof or paneling could also run a water leak to the side wall.
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