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I have a conversation log in my iPhone (iPhone 11 Pro, iOS 14.0.1) that goes back to 2009. iOS says it is occupying 15.96GB:

ios screenshot showing 15.96GB phone storage usage

I have the phone set to save everything in my conversations (e.g.: high resolution images and videos) and I don't want to change this setting.

I want to back it up in iCloud so I upgraded to 200GB and connected my phone to WiFi and a charger. It started displaying the “Uploading messages” message and progress bar at the bottom of the screen. This message and progress bar no longer shows up and it has only uploaded 8.1GB:

ios screenshot showing 8.1GB iCloud storage usage

This number doesn't change anymore regardless of me charging the phone or not. I don't have Messages iCloud sync activated in any other device. Any idea why this seems to have gotten stuck?

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  • I wonder if certain kinds of storage (like Messages) is compressed when backed up to iCloud but not compressed on the device itself. After all text compresses very well. Commented Sep 29, 2020 at 18:29
  • @SteveChambers quite possible. if I activate iCloud messages in my Mac what are the risks of getting sync errors and data loss?
    – mga
    Commented Sep 29, 2020 at 19:01
  • As I don't use Messages on my Mac, I couldn't tell you. You could get one of those iOS management apps like iMazing or iExplore, they will back up your device and give you access to the backup files. Commented Sep 29, 2020 at 21:18
  • the number has been slowly rising in icloud and is now up to 12.5GB. the app still doesn't show a progress bar but I suppose it will be done at some point in the future
    – mga
    Commented Oct 1, 2020 at 18:20

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The number eventually grew to 15GB after a few weeks. Still no progress bar visible but at least it arrived there so I guess it just takes a long while, even with WiFi.

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  • Yes and the only way to speed this up is have a Mac on your local network and enable iCloud Caching so the iPhone can offload the content faster to the local content cache - support.apple.com/guide/mac-help/… choose either Only iCloud Content or All Content for your messages to be cached securely on the local Mac.
    – bmike
    Commented Feb 21 at 3:12

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