Fix Office 365 Sign-In Blank Certificate Window on macOS Big Sur
Question details
Users encounter a blank certificate-selection window when attempting to sign in to Microsoft 365 applications, blocking access.

- Product
- Microsoft 365
- Device & OS
- macOS Big Sur
- Scenario
- Signing in to Microsoft 365 desktop applications using an X.509 certificate for Two-Factor Authentication (2FA) after a macOS upgrade.
- Observed behavior
- The sign-in process halts at a completely blank certificate window, preventing the user from selecting their credentials and completing authentication.
Ensure you have administrator privileges on your Mac and that your IT department has deployed the necessary X.509 certificates to your device.
Verify Certificate Availability in Keychain Access
Check macOS Keychain Access to confirm that the required X.509 certificate is properly installed and trusted.
A missing or untrusted certificate in your Mac's Keychain can cause the Microsoft 365 sign-in prompt to load empty. The OS needs to recognize the certificate before passing it to the Office application.
Click on the Finder icon, navigate to the 'Applications' folder, open 'Utilities', and double-click 'Keychain Access'.
In the left-hand sidebar of Keychain Access, select the 'login' or 'System' keychain, then click on 'Certificates' to filter the view.
Search for your organization's X.509 certificate. Ensure it is present and does not have a red 'X' indicating it is untrusted or expired.
If the certificate is absent, click 'File' > 'Import Items', select the certificate file provided by your IT administrator, and add it to your keychain.

Isolate SSO and Identity Software Conflicts
Determine if your Single Sign-On (SSO) integration is failing specifically within desktop apps on macOS Big Sur.
Use WPS Office as a Lightweight Alternative for Mac
If Microsoft 365 authentication issues are preventing you from accessing your documents on macOS Big Sur, consider switching to WPS Office. It provides a robust, highly compatible editing environment without requiring complex enterprise certificate setups for local files.
- 1. Download WPS Office: Visit the official WPS website and download the macOS installation package.
- 2. Install on Your Mac: Open the downloaded file and drag the WPS Office icon into your Applications folder.
- 3. Edit Your Documents: Launch WPS Office and immediately begin opening and editing your Microsoft Office files without needing complex sign-in certificates.

Frequently Asked Questions
Why does the certificate window go blank after upgrading to macOS Big Sur?
macOS Big Sur introduces changes in how the operating system handles keychain access and security certificates. This can sometimes break the link between Microsoft 365 desktop apps and local SSO or Identity management tools like Enterprise Connect.
Can I bypass the X.509 certificate requirement for Microsoft 365?
Typically, no. X.509 certificates are used for Two-Factor Authentication (2FA) mandated by your organization's security policies. You cannot bypass it if your IT administrator requires it for secure access.
How do I know if the issue is with my Mac or Microsoft 365?
Try logging into Microsoft 365 on a Mac running an older version of macOS (like Catalina). If the certificate window appears normally on the older OS, the issue is directly related to Big Sur's compatibility with your specific SSO setup.
How do I manually import a missing X.509 certificate on my Mac?
Open Keychain Access, click 'File' > 'Import Items' in the top menu bar, select your certificate file (.p12 or .cer), and choose the 'login' keychain. You will be prompted to enter your Mac administrator password to complete the process.




