If you are a Mac Outlook user on the “Office Insider – Fast” track for automatic updates, make sure you get the latest release, v16.25 (build 19040100). This version fixes a bug with importing OLM files that we reported to Microsoft last month.
Starting with Outlook v16.24, we thought Outlook could no longer import the OLM files created by Emailchemy. However, we quickly found that Outlook could no longer import any OLM files — not even ones it created itself. We reported this to Microsoft and they quickly verified the issue, and now it’s fixed. Cheers for the Microsoft Office team!
So, if you had trouble importing an OLM file in the past couple months, make sure to update to the latest Outlook and try again.