Error Code 44 in a Microsoft 365 app usually means the app is signed in with an account that does not have the license being updated.
Try this on the Mac:
- Open Word.
- Go to the account/profile area at the top right of the app and verify the signed-in account.
- Make sure it is the same Microsoft account that owns the Microsoft 365 subscription or Office license.
- In Word, open File > Account.
- Select Update License again.
- If prompted, close and restart all Microsoft 365 apps.
To confirm the active license in Word:
- Open File > Account.
- Under Product Information, check the licensed product name shown there.
If Word still shows the error, update Office on the Mac and test again:
- Close all Office apps.
- Open Finder > Applications > Microsoft AutoUpdate.
- Install updates with Update All, or update Word individually.
- Reopen Word and try the license update again.
If Microsoft AutoUpdate is not visible, check this location:
/Library/Application Support/Microsoft/MAU2.0/
If Office was installed from the Mac App Store instead of microsoft.com:
- Close all Office apps.
- Open the App Store.
- Select Updates.
- Update Word or choose Update All.
If the issue started while activating an older Office for Mac version, also check these known causes:
- Two-step verification can require an app password during sign-in.
- An outdated Office build can block activation.
- Old Office license or preference files can interfere with activation.
For Office for Mac 2011 specifically, Microsoft also recommends:
- Open an Office app and select Help > Check for Product Updates.
- If two-step verification is enabled, create an app password and use that when prompted.
- Remove previous Office licenses, preferences, and subscription files if they are blocking activation.