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Mac mail keeps asking for gmail password

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So very annoying when things stop working properly. The password, so that is not the problem, I have also tried to repair the account on the Outlook but it says that 'an encrypted connection for your mail server is not available' then I try the non encrypted one and it says the same thing . Is it a gmail problem or an Outlook problem? When I set up the account in the Outlook I set it up to remember It never happens with Hotmail, only gmail, very strange! And gmail doesn't really have anyone to help. I see that many people have a problem with this.

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Sometimes it only takes a few days to start all over again! Then it goes away only to come bak some weeks later. Once in a while the Outllok 2007 and Outlook Express keep asking the username and password for gmail and stop synchronizing.