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I have IMAP on and I had it working before. Now I reinstalled my OS and I want to enable Outlook in Windows 7 with Gmail but it's not authenticating.

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I have 2-way authentication turned on. Should this be working or is it impossible because I have 2-way authentication on?

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You need to generate an application-specific password from your Google Account Settings. Once done, that application specific password must be provided in Outlook, instead of your regular password.

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