I am having a similar problem syncing dictations sent from Express Dictate. I have an incoming local folder (actually a mapped network drive) configured under Options > Automatic Incoming. Express Scribe does not sync dictations sent to this folder automatically, nor does it sync them manually when I click the Sync button in the toolbar. I can load the dictations manually by clicking the Load button.
This has started happening since I upgraded from version 5.55 to version 5.63. It worked fine using the old version. I have a Pro licence registered. I feel like this might be a bug that has been introduced in the new version because when I reinstall version 5.55, the sync starts working again.