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Hello Robert,
Let me tell you the best way to carry out this transition process. There are a few tools available to take care of Mac Outlook to Windows Outlook transition. They do OLM to PST conversion for emails and other data. I am suggesting you try Gladwev OLM to PST Converter Ultimate tool. Why I am saying 'try' is because the tool works great, but you can try it yourself for free. Go ahead and download this tool from the tool website and install it on your Mac. You can continue to work on Mac Outlook till your Windows system is not ready.
The tool maintains your folder hierarchy and copies your contacts and calendar data also. The tool will help you to extract entire Mac Outlook data to PST files. If you have old OLM files, you can also convert them to PST files. Once you have all data available as PST, import it to Windows Outlook. If any data is still there in your Mac Outlook, convert Mac Outlook OLM to PST and migrate to Windows Outlook. There is no data corruption or data loss throughout the process. gladwevsoftware.com/olm-to-pst-converter-ultimate/
What else can I help you with?
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