Hello, I'm hoping someone here can help me - I've talked to 3 Apple support reps and someone at the Genius Bar. Now it's been escalated but I haven't heard any update yet. I have old text messages on my iPad - sentimental conversations with my mom, who died a few years ago, so these are very important to me. There are photos in the text messages - these photos are also in my iCloud library. I have an iMac 24 and just purchased a new MBA. I backed up both these devices from iCloud and everything transferred over except these older text messages - the text in the messages are there but where the photos should be there is just a grey outline of each photo. (Note - this is only on the on these old text messages; in the more recent texts photos are there). There is no option to "download" the images. If I right click on the image the options are: Tapback, Delete or Show Times. I am using the same Apple ID on all devices; I have all three update to date on software and two factor authentication is turned on. I've have Bluetooth turned on with all 3 and tried in the iMessage app to select File/Import from iPad but this is greyed out on both of the Macs - I think this is because these devices will connect to the iPad for a second or two and then automatically disconnect, despite me entering the code that shows up on the screen to approve it. I have physically connected the iPad to the computers with a USB C and backed up from the iPad but the pictures still don't show up. All devices have been backed up again to iCloud today. I don't know what else to do. Note - I don't have an iPhone to see if they would show up there (I'll be getting the 14 in Sept. but right now I have an android). I've spent hours researching online and it seems like this has been a problem for a lot of other people but I haven't been able to find any resolution. Can anyone please suggest a fix? Thank you 