Tip: If you cannot connect network and get certain proxy error, you might be interested in this post – Fix: “Windows Could Not Automatically Detect This Network’s Proxy Settings” If Outlook keeps asking for password still, then you can try the following methods provided for you. Therefore, if you encountered this problem, please switch to a more stable network environment at first. It will prompt for password while trying to reconnect. If your network is slow or unstable, Outlook may lose connection to the mail server. Windows update or upgrade might reset your custom settings for certain apps which can cause this problem. The mentioned problem might appear if there is any problem with your Outlook app settings. Generally speaking, this problem might be caused by several factors listed below. However, while using Outlook, some issues could come forth and one of the common issues is that Outlook keeps asking for password. Outlook, developed by Microsoft, is one of the most widely used online email client platforms.
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