- Joined
- Apr 16, 2016
- Messages
- 1,096
- Reaction score
- 51
- Points
- 48
- Location
- CT
- Your Mac's Specs
- MacBook Air Mid-2012 / iMac Retina 5K Late-2014
Probably give it a whirl and then, yeah, I'll have to maybe contact an Apple person about it. Sigh.
At the very least, you could set up a whole new iCloud account and try it for the purposes of getting the messages to sync. Additional things you could try would be to back up and reset the iOS devices and try a new user account on the Mac (with the same and with a new iCloud account to see if maybe there's an issue with a corrupt message or something).