I could use an "Am I ready for Pro?" quiz (decision tree) that logically walks users through the things they need to do for a given project and lets them know if Pro can handle the task. Instead of trying to navigate GeoNet and bug lists, it could start with questions like "Is this an analysis, map, or both", move into questions such as "Is the map data local or hosted?" or "Do you use the attribute assistant?" and end with things like "Will this map need touched up in AI"?
The quiz could be updated with each release.