Owen Hael

Here's an example of what I was thinking for the update check extension attribute mentioned in the comment above: https://gist.github.com/opragel/9a76eace7650438a990b Smart group setup could be something like: **Name:** Microsoft Office...

Here's a python-ier version. Can't say it's great but it can work.. https://gist.github.com/opragel/db367b9616e48a8cebce#file-ea_microsoft_outlook2016_versioncheck-py