Hi, hoping I may be able to get some help.
My two PCs updated yesterday to 1809. One is an HP all-in-one, the other a Surface Pro 2017.
I realised that the Timeline functionality had broken, entirely, on both machines. Neither machine was recording my Timeline activity.
I tried all the usual things. I ended up disabling Timeline on both machines, and also using the option to "Clear History" from the Timeline page in Settings. I rebooted the machines, and turned Timeline back on. I restarted again.
Both machines are now showing Timeline properly in Task View, but my activity is not syncing between devices.
Likewise, Cloud Clipboard doesn't sync either.
I have all the settings enabled, and I'm signed into the same account on both machines too.
Likewise, just realised my favourites and Reading Lists in Edge aren't syncing either... All sync options are on.