I installed the rewrite.script but did not make any changes to the existing permalink structure.
1. The existing permalink structure works fine as long as Simple:Press Update WP Integration is done AFTER the automatic flushing of rewrite rules that occurs when the Settings>Permalinks page is viewed. I really don’t want to introduce a new variable to this troubleshooting process by also changing the permalink structure. If the existing structure can work some of the time (as indicated above), it should be able to work all of the time.
2. There seems to be a very tight relationship between the cause and effect noted above. In my testing today, no cause other than flushing the permalinks produced the problem. While I understand that other plugins could possibly create rewrite rules, that did not produce the problem during today’s testing.
Rather than introduce possibly unrelated factors such as a different permalink structure or other plugins, I think it would be best to stay focused on what exactly is the interaction between the noted cause and effect. How does flushing the rewrite rules cause a problem for Simple:Press? How does Update WP Integration restore functionality? Knowing that, I expect it would be possible to circumvent the problem entirely.
Did you find any significance to the similarity of the URLs per my post #13? I was hoping that might lead in a helpful troubleshooting direction.
Brad