Microsoft Copilot: Chat history disappeared after update – “Chats and content couldn’t finish syncing”

TH 80 Reputation points
2026-09-08T21:55:15.1633333+00:00

After today’s Microsoft Copilot app update, all of my previous Copilot conversations disappeared from one of my Microsoft accounts.

The issue occurs across multiple devices and platforms:

  • Acer Aspire 3 – Copilot app
  • Tablet – Copilot app
  • Copilot on the web

The same devices were tested with another Microsoft account, and that account still has its complete conversation history. This suggests that the issue is specific to the affected Microsoft account rather than to a particular device or installation.

There is also a specific synchronization error. When I sign out and sign back in to the affected account, Copilot displays:

“Chats and content couldn't finish syncing. Try again to continue bringing over your chats and content.”

I have already tried signing out and signing back in several times and checked the account on multiple devices and on the web. The result is the same.

My main question is: Is there a way to recover the missing conversations or complete the failed synchronization/migration of the previous chat history?

The missing conversations contain important information, so I would particularly like to know whether the conversations may still be stored on Microsoft's side even though they are currently not visible in Copilot.

Any guidance would be greatly appreciated.

Microsoft Copilot | Windows Copilot | App

14 answers

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  1. T A 0 Reputation points
    2026-09-12T18:05:36.15+00:00

    Looks like my old chats are finally syncing.

    Not sure if the 'pinned' data is kept, yet. At least the list is populating.

    Screenshot 2026-09-12 200000

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  2. Wendy Edwards 0 Reputation points
    2026-09-18T16:57:39.8533333+00:00

    My co-pilot page has flimsy fonts and all history on the left side is gone.

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  3. Sally Esposito 0 Reputation points
    2026-09-26T14:05:16.7533333+00:00

    All of my chats except for a few very early ones and a few images are also all still gone. Searching does not find any important topics. I have not gotten any messages about syncing or anything else from the app. I too had important history in the chats that is very much needed. What is Microsoft doing to fix this?

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  4. Missy 0 Reputation points
    2026-10-03T05:33:23.52+00:00

    Same issue for me and the chat content cannot be retrieved in the privacy dashboard by downloading the chat history either. I tried reaching out to support but they stopped answering in the chat after transferring me.

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