Exchange Connection Problems

Fix Microsoft 365 Server Not Found and Expired Certificate Errors on iPhone

Amos GikundaAmos Gikunda Sep 27, 2026 870 views

Question details

Users are experiencing 'Server Not Found' or 'Expired Certificate' errors when using Outlook for iPhone and iPad connected to Microsoft 365.

Fix Microsoft 365 Server Not Found and Expired Certificate Errors on iPhone
Product
Outlook for iOS
Device & OS
iOS / iPadOS
Scenario
Attempting to connect to an Exchange or Microsoft 365 account via the Outlook app on an Apple mobile device.
Observed behavior
The app displays a 'Microsoft 365 server cannot be found' or 'certificate has expired' error message, preventing email access and synchronization.
Before you start

Verify that your iPhone has an active internet connection and check if there are any pending iOS or Outlook app updates in the App Store before proceeding.

Solution 1Recommended

Gather Diagnostic Information for Administrator Support

Collect the necessary device and account details to provide to your IT administrator or Microsoft Support for a backend investigation.

Certificate and server errors are often managed at the organizational level. Collecting accurate details helps IT admins pinpoint the issue quickly.

1
Capture the Error

Take a screenshot of the exact 'Server Not Found' or 'Expired Certificate' error message displayed in your Outlook app.

2
Identify Software Versions

Note down your current iOS version from Settings > General > About, and check your Outlook app version within its settings menu.

3
Check MDM Policies

Verify if your device is managed by Microsoft Intune or another Mobile Device Management (MDM) profile by going to Settings > General > VPN & Device Management.

4
Submit Details Securely

Send the screenshot, software versions, subscription type, and MDM status to your IT administrator for further investigation.

Gather Diagnostic Information for Administrator Support
Privacy Warning: Do not share passwords, access tokens, tenant information, or other sensitive data publicly or in community forums.
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Frequently Asked Questions

Why does Outlook on iOS say my Microsoft 365 certificate is expired?

This error typically occurs if the SSL certificate on your organization's Exchange server has actually lapsed, or if an incorrect certificate is being cached by your network or device management software.

Can I bypass the expired certificate warning in Outlook for iOS?

No. For security purposes, Apple's iOS and the Outlook app enforce strict validation of server certificates. You cannot manually bypass this warning; the certificate must be updated by the server administrator.

How does an MDM like Intune cause Microsoft 365 connection errors?

Mobile Device Management (MDM) solutions enforce corporate security policies. If your device falls out of compliance or if the MDM pushes an outdated configuration profile, it can block Outlook from connecting to the server, resulting in 'Server Not Found' errors.