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MacOS is blocking the system extensions used by the VPN. Allowing them will fix the issue.

In most cases, the simplest solution for a mismatched Keychain password is to reset your Keychain.

This article lists strategies for when personal Macs refuse to license Office365 successfully.

Microsoft has disabled injection-based Outlook plugins as of May 2021. To resolve, remove Zoom's plugin and install the newer Zoom for Outlook add-in.

Newer versions of MacOS prevent the Solstice Audio Driver from loading without user intervention.

Newer versions of Safari have heightened security which can cause issues. Alternate browsers are recommended.