Using classic Outlook for Windows in business environments
@Gabriel
Again, you are using IMAP... not EAS or similar protocol. Several of us are saying the same thing that we prefer EAS or Exchange, so we can sync contacts and calendar in addition to email. If you add 1 of the 2 common plug-ins to do EAS, you will then have the issue Rob is talking about.
I am seeing exactly the same issue as I have been exploring alternatives. Perhaps this is something you can bring back to your team. As much as it pains me, you now have life-long MS supporters seriously looking at alternatives.