jacobgolden - We always want customers to give us feedback when something doesn't work or is missing - please do not assume that it will be solved on its own if you just wait it out. We've seen your feedback item about this specific issue that you added a few days ago - thank you! That, together with similar feedback we heard from other customers helped us prioritize the work to expose troubleshooting data. If anyone else is facing similar problems that could be solved by exposing troubleshooting data (about watcher permissions, connectivity, etc.), please vote on Jacob's feedback item and/or add a comment.
We will be working on adding this troubleshooting capability soon. In the meantime, if following the troubleshooting section in documentation doesn't solve the issue, please open a support case so we can look at the telemetry for your specific watcher and find the problem.