Okta Platform SSO Authentication Failures Occur After Upgrading to macOS 27

Upgrading to macOS 27 causes Okta Platform Single Sign-On (SSO) authentication failures for some users who previously enrolled in Desktop Password Sync. This issue is fully resolved in macOS 27.2. Upgrade to this version to resolve these errors.

Impacted users encounter a continuous Okta Platform SSO prompt displaying: 

"Please sign in to Okta Platform SSO"

Upon entering valid credentials, authentication fails with the error message: 

"Authentication failed. Try again or contact your administrator."

• Okta Platform SSO with Password Sync
• macOS 27

During the upgrade to macOS 27, existing Platform SSO device encryption keys become inaccessible for some users. This is suspected to cause macOS to drop the existing keys and attempt a re-registration process, which intermittently fails on macOS 27.

How to avoid Okta Platform SSO authentication failures after the macOS 27 release?

This issue is resolved in macOS 27.2 To avoid the authentication issues, Okta recommends upgrading to macOS 27.2.