739340e0df2f3f579d3d796dce434391
(link to sample file I hope works)
Using transform tool to rotate, often gradients do not rotate. In the example below only the "w" gradient did. Good news is the rotate tool works fine.
Appears this has something to do with compound paths, as this normally does not happen on a new single path. Releasing the compound also rotates the gradient unexpectedly.