I am using Data Driven Pages with different rotations for a project. When I export to PDF or PNG, the mask behind the text moves and rotates. It does not seem to rotate in the direction of the data frame. We have tried MXD Dr, Repair Geometry tool, and re-creating the MXD. I am able to export fine until I insert the data driven page index. We also created a new data driven page index.shp and had the same problem.
What it should look like: