Solved! Go to Solution.
Although I'm not running Office 365, some versions may have the ability to stop Outlook from disabling add-ins it considers 'slow':
Note: If the plugin has already been temporarily re-enabled, clicking Disable this add-in and then clicking Always enable this add-in will permanently enable it.
What can happen with Outlook sometimes is, it believes that certain plugins slow down performance and disables these automatically.
Microsoft reference: https://support.microsoft.com/en-us/help/2758876/add-ins-are-user-re-enabled-after-being-disabled-by...
Programs in Office 2013 and later versions provide add-in resiliency in that the apps will disable an add-in if it performs slowly. However, you can re-enable the add-in and select the "Always enable this add-in" option to prevent the add-in from being auto-disabled by the Office program. For example, the following figure shows an add-in that was disabled because it caused Outlook to shutdown slowly. The option to "Always enable this add-in" is shown as well.
Here's one other referenced User solution if that should fail: https://www.slipstick.com/outlook/always-load-an-outlook-addin/
Meet now is missing from the calendar meeting view ribbon. I've attached two screenshots. I also uninstalled and reinstalled all GoToMeeting related applications and tried a reboot. ,
If you've already tried reinstalling the Outlook plugin, with no error messages shown, then you might try this CLI installer we developed: Outlook CLI Installer Tool