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I have a new Mac and I didn't use the Migration Assistant to move my data. I want to now transfer my old messages from my old Mac to my new Mac. It appears all the old messages are in buried in the old Mac's Library folder.

Is it possible to migrate and merge my old messages from my old Mac to my new Mac?

If so, how?

Note, I do (did) use iCloud iMessage on the old and new mac, but it doesn't appear all my old messages were downloaded from iCloud to my new Mac when I setup my new Mac and iCloud. I'm not sure that's even how it works.

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  • Is messages enabled on both Macs in iCloud preferences? Also for how it works: support.apple.com/en-us/HT208532
    – anki
    Commented Jul 8, 2019 at 8:15
  • The old Mac had iCloud turned on, but now all I have is a copy of old Mac on a drive. I would like to transfer the data from the ~/Library... folder if possible. Commented Jul 13, 2019 at 20:55
  • Okay one more thing, do you use an iPhone too? Please turn on text messages forwarding in messages preferences on it, for newer mac too. apple.stackexchange.com/a/364221/313842 See this answer for messages location.
    – anki
    Commented Jul 14, 2019 at 4:38

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I was able to retrieve my ~/Library/Messages folder from a backup and copy it to a new Parallels macOS VM under the my Home folder on that VM. When I logged into the VM, I saw all my old messages.

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    Please mark your answer as resolved.
    – user136834
    Commented Jul 15, 2019 at 17:03
  • ~/Library/Containers/com.apple.iChat/Data/Library/Messages I recommend checking this too if there happens some glitch.
    – anki
    Commented Jul 15, 2019 at 17:29

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