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I am not sure but months ago I installed skype in Ubuntu and it automatically pulled chat history from the cloud which means it did. However, lately my hard disk installed with Win7 got broke. Now I am using my old backup hd, has Win7 and skype already installed in it, but no matter how I try to retrieve chat history it couldn't?

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As far as I know, Skype saves chat history on their servers unless you tell it otherwise. I can't speak for Windows 7 because I use a Mac. – Randolph West Jan 6 '11 at 14:54
It seems to be that way in *nix based system? I am positive it pulled chat history from my Win7 PC. – Joann Jan 8 '11 at 15:28
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It might pull some of your chat history if you connect to a friend. Skype detects (on your friends computer) that you 2 have a shared chat history, and it sees that your chat history is missing it copies the data from your friend to you. Repeat for several contacts/friends and it will look like you have recovered your chat history. But you probably only have bits and pieces of it. – Nifle Jan 9 '11 at 10:59
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No they don't.

Skype archives your chats for you and stores them locally on your computer, if you have enabled this option. Chat histories are not stored anywhere on the Skype network. In other words, no one else will ever be able to see any of your chat histories except you and the person you are chatting with.

(source)

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Now I am puzzled. On a side note, should it be better if I install skype in cloud services like Dropbox? I haven't tried it but will it work? If so, this could be the ultimate solution IMO. – Joann Jan 8 '11 at 15:31
That is not entirely true. Skype temporarily stores current chat sessions. If you log from second device with the same skype account it will show you some chat backlog. But it is limited. – D.Iankov Aug 15 '11 at 20:43
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