Move2Mac can transfer files, settings and preferences, but not email. For that, the company recommends Outlook2Mac. Run Outlook2Mac first so that Move2Mac will transport your mail to your Mac when it transfers your other data.

With Outlook running (this speeds up the conversion, according to Little Machines), start the software and step through the wizard, selecting the mail folders you want to convert. You can limit the conversion to a specific date range and skip file formats and large attachments that aren't Mac compatible. You can also migrate your contacts and calendar entries. When Outlook2Mac is ready to save your files to a folder called My_Outlook_Files on the root level of your C: drive, change this location to My Documents so that Move2Mac can transfer this data.

Once Outlook2Mac is finished converting your data, it saves it to a folder for transfer to the Mac.

If you see a message saying a program is trying to access email addresses, it means Outlook has detected Outlook2Mac. Click Allow Access and select '10 minutes' from the drop-down list to give Outlook2Mac ample processing time. Once you're through the wizard, the conversion process begins.

Tip
Because conversion duplicates the data you transfer, make sure you have sufficient hard drive space for both the files and the transfer applications.