Moving from Outlook 2010 to Office 365 Outlook

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I just purchased a new machine and have installed Office 365 for small business.

The old machine had Outlook 2010 set up as an IMAP account.
What is the easiest way to migrate to the new machine?
Can I move files from the old machine to the new machine to set up the email or do I need to do a fresh upload from the server? There are a lot of emails...
Hello, Thank you for your question about changing from Outlook 2010 to Office 365. Since IMAP stores emails on the server by default, you should be able to access them by setting up Office 365, then Subscribing to your INBOX. Keep in mind, it may take some time to load the folders and display the content. Based on the size/amount of your emails. If you have any further questions, feel free to post them below. Thank you, John-Paul