"Problem getting iMessages synced to new MacBook: I have a new Macbook Air and I am having a terrible time getting my messages synced up with iCloud. I works briefly then stops. My messages seem to 'pause' syncing...and don't seem to be able to re-start syncing. I have tried eveything recommended. Up to...trying to erase everything and start set up over. That is where I hit a road block...the macbook won't let me sign out of iCloud...I am upgrade to iOS 27...any further suggestions would be helpful!"
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Troubleshooting iMessages Not Syncing:
Turn off VPNs:
Are you using a VPN on one or both devices? If so, delete them. On the other hand, turn off the VPNs, if required for school or work.
Toggle ON Notes in iCloud Settings:
Is Notes enabled in iCloud Settings on both of these devices? If not, then enable it. If so, then toggle off Notes, and then toggle Notes on.
Verify iCloud Storage that Remains on your iPhone
- Go to: Settings
- Tap: [your name] (top item)
- Tap: Storage (item at top, below your name)
- View how much remains.
A. Enable "Messages in iCloud" on the iPhone:
- Go to: Settings
- Tap: [your name] (top item)
- Click: iCloud
- Tap: Storage (top item) button
- Tap: Messages in iCloud
- Tap on: Sync Now (so that it is green)
and...
B. Enable "Messages in iCloud" on the iPhone:
- Go to: System Settings
- Click: [your name] (your name at the top)
- Click: iCloud
- Click: See All button
- Click: Messages in iCloud
- Toggle On: Sync now