iMessage photos and videos won’t sync on iPhone and Mac despite iCloud being on
This is one of the most frustrating, ongoing issues I have had with my MacBook and phone. For context, this is a multi-layered issue. At the very core, what I want to solve is the disappearance of photos and videos from the iMessage photos tab. I have texts going back about 2 years with attachments that do not load (i.e. they appear as IMG_XXX.heic, but will not download after pressing them). All I would like to do is access this attachments.
I have had iCloud messages enabled on both my MacBook and my iPhone for years, but I regularly encounter problems when syncing. Today, I attempted to sync my iCloud messages to my phone and would repeatedly be shown “Syncing with iCloud” for about 10 seconds, and then encounter “Syncing paused” which would prompt me to continuing syncing and the problem would cycle. I even upgraded my iCloud storage to 2TB as I thought this might be a storage problem, but that did not help. I switched over to my MacBook and had an identical error. Still, none of my old photo or videos are appearing when searching through the iMessage photos tab, or when searching for them through keywords. I am genuinely out of solutions and can’t understate how frustrating this has been. If anyone has any recommendations for troubleshooting, please let me know.
[Re-Titled by Moderator]
Original Title: Cannot Access IMessage Photos or Videos
iPhone 14 Pro, iOS 18