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Outlook Login Problems

Fix Outlook 2013 Repeatedly Rejects Microsoft 365 Email Password

Amos GikundaAmos Gikunda Oct 23, 2026 869 views

Question details

Outlook 2013 continuously prompts for or rejects the password for a Microsoft 365 or GoDaddy business email account.

How to Fix Outlook 2013 Repeatedly Rejecting Microsoft 365 Password
Product
Microsoft Outlook 2013, Microsoft 365
Device & OS
not provided
Scenario
Attempting to connect, sync, or sign into a Microsoft 365 business mailbox in Outlook 2013.
Observed behavior
Outlook repeatedly rejects the email password and fails to connect to the server due to the deprecation of basic authentication in Exchange Online.
Before you start

Verify that you have your correct Microsoft 365 email address and password on hand, and ensure your computer has a stable internet connection.

Solution 1Recommended

Update Outlook 2013 and Re-add the Account via Automatic Setup

Applying the latest Office updates and reconfiguring the account as an Exchange connection enables modern authentication, fixing the password loop.

Microsoft has discontinued basic authentication for Exchange Online. Older email setups that rely on POP, IMAP, or outdated Exchange configurations will fail to authenticate. Re-adding the account forces Outlook to utilize modern authentication (OAuth2), which is required for Microsoft 365.

1
Install the Latest Office Updates

Open any Office 2013 application, navigate to File > Account, click on Update Options, and select Update Now. Wait for the updates to install to ensure modern authentication patches are applied.

2
Remove the Problematic Account

In Outlook, go to File > Account Settings > Account Settings. Select your Microsoft 365 email account from the list under the Email tab and click Remove.

3
Add Account using Automatic Setup

Click the New button in the Account Settings window. Enter your name, Microsoft 365 email address, and password, then click Next. Allow Outlook to automatically discover and configure the account as a Microsoft Exchange account.

4
Sign In with Modern Authentication

When prompted by the modern Microsoft 365 sign-in window, enter your password and complete any multi-factor authentication (MFA) requests. Once finished, click Finish and restart Outlook.

Update Outlook 2013 and Re-add the Account via Automatic Setup
Modern Authentication Restored: Your Outlook 2013 client is now properly configured with modern authentication and will securely connect to Microsoft 365 without continuous password prompts.
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Frequently Asked Questions

Why did Outlook 2013 suddenly start rejecting my Microsoft 365 password?

Microsoft completely discontinued basic authentication for Exchange Online to improve account security. If your Outlook 2013 was configured using basic authentication, it can no longer connect to the server, resulting in continuous password prompts.

Do I need to upgrade to a newer version of Office to fix this?

Not necessarily. If Outlook 2013 is fully updated with the latest Microsoft patches, it can support modern authentication. You simply need to update the software and re-add your email using the automatic Exchange setup.

Can I still use the native mail app on my smartphone?

Yes. Most native mobile mail applications, such as iOS Mail or the Outlook Mobile app, already natively support modern authentication (OAuth2). They will continue to work seamlessly with Microsoft 365.