Aug 16, 2018 - Mail may say that it can't connect to your email account, and repeatedly ask you to enter the password for it. At times, when Mac users enter the credentials, Outlook 2016 not accepting password while connecting with Exchange On-premises or Exchange Online via. Also, it will prompt the authentication abruptly and keeps asking for keychain password. This whole circumstance arises because of Keychain Access. | May 17th, 2018| Does your Outlook 2016 or 2011 for Mac frequently prompt for authentication while you are connecting with your Office 365 domain? And, you cannot understand what step should be taken for to get rid of this. Then, this guide will walk through each and every aspect of why Outlook 2016 Mac keeps asking for Office 365 password in detail. Also, provides a reliable approach by which users will understand how to fix Outlook 2016 for Mac keeps asking for password efficiently. At times, when Mac users enter the credentials, Outlook 2016 not accepting password while connecting with Exchange On-premises or Exchange Online via. Also, it will prompt the authentication abruptly and keeps asking for keychain password. This whole circumstance arises because of Keychain Access. It is a macOS application used to store accounts credential information. Thus, if the Microsoft Outlook 2016 for Mac keeps asking for Office 365 password, then try the below mentioned manual solution sequentially. It is a genuine solution to repair Mac Outlook losing password issue in a secure way. But, first, understand a real-life scenario by which readers can clearly understand how and when this situation arises in Outlook 2016/2011. “Hello, In my company we are working on Mac machine. But, a few days back, we reported some bugs in macOS Sierra and I fix that issue by formatting the system. After that, when I use Mac Outlook and sync it with Exchange, it will constantly ask for the password. Even though the password is correct but it will prompt the process. So, I really cannot understand, it is a bug or a macOS problem. If anyone knows how to resolve Outlook 2016 for Mac keeps asking for password, then please let me know. Thank in advance!” Also Read: Why does Outlook 2016 Mac Keeps Asking for Office 365 Password? It is evident from the above that the reason behind the entire situation is Keychain Access password. Keychain Access is nothing, it’s just an inbuilt feature of macOS that store and save all the Mac-based applications such as Safari, Outlook passwords, and account information. However, Keychain Access is a normal looking password management feature that saves the password, but on a primary level, it has critical functionality. For any reason, if the Keychain Access becomes corrupted then, it will disturb the Mac users in several ways. The same case happens in Outlook; multiple duplicates tokens will generate in Keychain. And, it will confuse with the original password, and keep forgetting it for multiple accounts.
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