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Comment Use Mozilla for your Outlook mail (Score 5, Informative) 50

Import your mail from Outlook into Mozilla for Windows. Mozilla stores all email in the mbox format, which is easily imported into Apple Mail. You obviously still need to transfer the files to your Mac, but that should be easy. Look for the mbox files in C:\Documents and Settings\user\Application Data\Mozilla\Profiles\default\some weird string\Mail.

If you want to spend money, try Outlook2Mac (http://www.littlemachines.com/).

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