Outlook 2016 keeps asking for Office 365 password. Or a problem where many copies of O365 are under one registration email. I use Microsoft Outlook (Office 365 2016) for email and for the past several months, it's been asking for the password for various of my email accounts. After awhile it will accept the password, and everything will be fine until something breaks again and the process starts all over. I'm not sure, but it may have something to do with my VPN. Nov 13, 2019 Few users using Outlook 365 started reporting that their Outlook keeps asking for password and when I was remotely connected to those users, they used correct username and password in the prompt (so there is not any problem with DOMAIN or @domain.com username format). Their login to OWA works correctly so password is correct too.

With Pandemic shutting us inside our homes, the conversations that used to happen in person turned into emails. Microsoft Outlook, one of the most used mail services across globe became an integral part of our everyday lives with most of us working from home. There is this new issue with Outlook that’s causing trouble to the users by prompting them to enter password every time Outlook is launched.

After the recent Windows update the number of users searching for a solution to fix Outlook keeps asking password grew, the real solution to fix this issue is still nowhere to be found. However, we found the key problem and the fix to stop Outlook from regularly asking for password.

By the end of this article you will be able to fix Outlook password prompt issue and do not forget to share this article with your colleagues who are facing this error.

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Before we move on to fix this Outlook keeps asking password, do understand that Office also keeps asking for password and my solution is working perfectly for both the cases.

Methods That Do Not Fix Outlook Keeps Asking Password Issue

The Internet is a funny place, there are enough websites that go ahead and give information without proper research and knowledge of the problem. The result of this is, you will see 10 articles providing the same solution which doesn’t solve your problem.

Here are some of the methods that are commonly see on internet and will not fix Outlook keeps asking for password issue:

• Disabling Always Prompt for Login Credentials
• Enabling Remember Password
• Updating Outlook
• Creating a New Outlook Profile

All of the above-mentioned methods might sound simple and authentic, but if you understand the reason behind it, you will know that these are clearly not the solution to fix Outlook password prompt issue.

If you have tried the above methods, chances are you will still be prompted to give password not only for Outlook but Microsoft Office as a whole after the next boot.

Why does Outlook Keeps Asking for Password?

Well, you might think Outlook is responsible for this password prompt issue. However, when we started looking into this issue, we discovered that the issue is not limited to Outlook. The real problem here is with Windows credentials manager which Microsoft updated in their recent Windows update.

If you are Windows user, you will mostly have three types of login options to your Windows,

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• • Login through local account and password
  • Login through Microsoft Account
  • Login through Domain user Account

So, every time you try to open your Outlook or any other Microsoft Application, the login credentials that’s stored in Windows Credential manager is syncing it with the Windows login credentials. Hence, your Outlook keeps asking for password regularly.

How to Fix Outlook Keeps Asking for Password Issue?

To fix Outlook Keeps Asking for Password issue, you need to follow the three steps mentioned below. If you use Local Account (simple username and password used in Windows) to login to your Windows, you can directly skip to step 2.

Step 1: Sign out of Accounts used for Windows Login

• On your Windows, go to Settings, click on Accounts
• Select Email and Accounts
• Sign-out from any Microsoft Accounts or Domain User Accounts you have logged in from, you can login from them after you have fixed Outlook password prompt issue
  
• Move to Step 2

Step 2: Manually Add your Details in Windows Credentials Manager

• Close your Outlook
• Go to Credential Manager by searching in search bar and click on Windows credentials
  
• Now under Generic Credentials, click on Add a Generic Credentials
• In the next screen, you have to manually add your Outlook details:
  

• Click on Ok, once you are done with it, similarly you can add all your other Outlook accounts

Restart Outlook, you will not be prompted to provide password again. This is the solution that actually works and most of the articles you find may ask you to perform unnecessary methods which yields no result and most importantly wastes your time.

Outlook errors like these are common and can be fixed with a proper workaround guide that you just read. However, sometimes the error or issue you encounter with Outlook might be due to a corrupt or damaged PST file.

PST file being the life of Outlook, holds all your precious information like emails, contacts, calendars etc. When you have a corrupt PST file, your precious data is at risk.

Remo Repair for Outlook is the best tool you can go to get your Outlook PST file issues fixed and getting back your data irrespective of the severity of the corruption. You can try the tool for free and be the judge yourself by downloading now.

Tips to Avoid Outlook Prompting Password Issue

Enable Remember Password

Enabling Remember Password is a common feature that most of the applications provide to make sure that user need not enter their password every time they log in. Follow the below mentioned methods to enable remember password feature:

• Open Outlook, click on File and go to Account settings
• In Accounts settings, click on Change
• In the next windows you will see username, password and an option to enable Remember Password feature
  
• Enter the checkbox and restart your Outlook

Disable Always Prompt for Login Credentials

This feature will help you if your Outlook is the reason behind regularly prompted for credentials from Outlook. Follow the below mentioned methods to disable always prompt for login credentials:
Note: This feature doesn’t work in Outlook 2019, if you are using Outlook 2016 or earlier versions you can follow the below mentioned steps to disable always prompt for login credentials.

• Open Outlook, click on File and go to Account settings
• In Accounts settings, click on Change
  
• Click on more settings, under security disable Always prompt for logon credentials

Other common tips to manage your Outlook better

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• Always take a backup of Outlook either manually or using a Outlook backup tool
• Make sure your Outlook is updated regularly
• Repair your Outlook data file to get back your precious Outlook data
• Protect your Outlook with an antivirus program from potential virus threat

Outlook 365 Email Keeps Asking For Password

Final Words:

All of the above-mentioned methods in this article will definitely help you fix issue of Outlook asking for password repeatedly. If you were successful in fixing this password prompt issue, do share this article with your colleagues or friends and help them fix this issue.