New Post: PointRotation

I have no experience with rotating points or images but I think you create several categories, one for each rotation and add the points to the category.
Will this work for you?

Here's some sample data, unfortunately not about rotation but it shows how to use images and create categories based on attribute values:
http://www.mapwindow.org/documentation/mapwingis4.9/_point_icons_8cs-example.html#a19

Thanks,

Paul