Logo
Submit a request
Sign in

Fix Microsoft Outlook / Hotmail Authentication Failures in Mailbird

  1. Mailbird
  2. Troubleshooting
  3. General and Misc
Avatar
Oliver Jackson
  • June 02, 2026 08:45
  • Updated

📘 Summary

If your Microsoft email account (Outlook.com, Hotmail, Live, MSN) has suddenly stopped syncing or is showing authentication errors in Mailbird, this is due to recent changes on Microsoft’s side—not an issue with Mailbird itself.

This guide walks you through the most effective solutions to restore access.

⚠️ What’s Happening

As of March 2026, Microsoft has accelerated the deprecation of Basic Authentication for personal email accounts. At the same time, a Windows update bug (KB5079473, released March 10, 2026) disrupted OAuth sign-ins for these accounts.

Together, these changes are causing widespread authentication failures across all third-party email clients—not just Mailbird. The same behavior has been confirmed in other applications, including Mozilla Thunderbird.

🛠️ Fix 1: Install the Windows Emergency Update (Recommended)

Microsoft released an emergency update (KB5085516) on March 21, 2026 to resolve the OAuth sign-in issue. More information can be found here, but please keep in mind that Microsoft has made this emergency update compatible for Windows 11 only.

  1. Open Settings → Windows Update
  2. Click Check for updates
  3. Install KB5085516 if available
  4. Restart your PC
  5. Open Mailbird and check if your account reconnects

📩 Fix 2: Enable IMAP Access in Outlook.com

Microsoft now requires IMAP access to be explicitly enabled—even when using modern authentication.

  1. Log in at https://outlook.live.com
  2. Click the ⚙️ Settings icon → Mail → Forwarding and IMAP
  3. Click Sign in if prompted
  4. Scroll to the POP and IMAP section
  5. Enable:
    • “Let devices and apps use IMAP”
    • “Let devices and apps use POP”
  6. In Mailbird, remove and re-add your Microsoft account

🔐 Fix 3: Use an App Password (For MFA Accounts)

If Multi-Factor Authentication (MFA) is enabled on your Microsoft account, you may need to use an app-specific password.

  1. Go to https://account.live.com/proofs/manage
  2. Navigate to Advanced security options
  3. Under App passwords, click Create a new app password
  4. Copy the generated 16-character password
  5. In Mailbird, go to Settings → Accounts
  6. Select your Microsoft account
  7. Choose Username and password authentication
  8. Paste the app password instead of your regular password

🔒 Fix 4: Verify TLS 1.2 is Enabled

Microsoft requires TLS 1.2 for secure connections.

  1. Open Control Panel → Internet Options
  2. Go to the Advanced tab
  3. Scroll to Security
  4. Ensure Use TLS 1.2 is checked
  5. Click OK and restart Mailbird

🧱 Fix 5: Check Security Software Interference

Security tools such as antivirus software, firewalls, VPNs, or proxies can interfere with OAuth authentication.

  1. Temporarily disable your security software
  2. Attempt to reconnect your email account in Mailbird
  3. If successful, add Mailbird as an exception (i.e. whitelist) in your security settings

ℹ️ Why This Isn’t a Mailbird Issue

These authentication problems are caused entirely by changes in Microsoft’s infrastructure. The same issues occur across multiple third-party email clients, confirming this is not specific to Mailbird.

Microsoft has acknowledged the OAuth-related issue and released a fix via update KB5085516.

  • Facebook
  • Twitter
  • LinkedIn
Have more questions? Submit a request
Return to top

Related articles

  • Authentication Failed - Unable to add email account
  • An error occurred authorizing Mailbird to access a Microsoft email account.
  • Using Outlook's In-Place Archive
  • MyMailbird - Mailbird's Customer Portal
  • Emails fail to send / Sending error/ Emails stay in drafts

Articles in this section

  • How to check whether you have an IMAP or POP3 email account
  • Mailbird freezes or hangs
  • Fix Microsoft Outlook / Hotmail Authentication Failures in Mailbird
  • Contacts are incorrectly added to the Mailbird Contacts list
  • How to repair Mailbird
  • My deleted email suddenly reappear in my inbox
  • Database version mismatch error
  • My emails get deleted or marked as read automatically
  • Messages deleted in a Zoho Mail account from another client are not deleted in Mailbird
  • Why am I getting a server certificate error?
Email just the way you like it
facebook twitter instagram linkedin youtube
LEARN MORE
  • Email Features
  • Pricing
  • Blog
COMPANY
  • About
  • We’re Hiring!
  • Press
  • For Business
  • Mailbird for Mac
  • Testimonials
SUPPORT
  • Help Center
  • License Key Retrieval
  • Become an Alpha tester
  • Unsubscribe from Newsletter
SETUP
  • All IMAP and SMTP settings
  • Gmail.com IMAP SMTP
  • Outlook.com IMAP SMTP
  • Office365 IMAP SMTP
  • Yahoo.com IMAP SMTP
  • Godaddy email IMAP
BEST ALTERNATIVES
  • Best Gmail App
  • Best Alternative to Outlook
  • Best Alternative to Thunderbird
  • Best Alternative to Windows Mail
mailbird logo
© Copyright 2012-2023 Mailbird™ All Rights Reserved.
Terms of ServicePrivacy PolicySitemap
Made with

Mailbird for Mac is coming

Sign up to get early access!

Thank you! we will notify you with updates about Mailbird for Mac

close