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Transitioning from MS Outlook on a PC to Apple tools on a Mac

After working for years on an employer-provided laptop running windows, using Outlook for email and calendar stuff, a family member is ready to make the leap to the world of Apple. She is considering dropping Outlook altogether and just using the Mac-provided Calendar, Email, and Contacts.


Please share your advice or on how to successfully make this transition, moving the following stuff from Windows & Outlook to a new MacBook Pro:

  • Files and folders (just use a thumb drive?)
  • Email history and account settings from Outlook
  • Calendar history from Outlook


MacBook Pro (2020 and later)

Posted on Nov 26, 2021 8:51 AM

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Posted on Nov 26, 2021 9:27 AM

  1. Yes a thumb drive or an external drive formatted as Fat or eXFat will work. If its formatted as NTFS for Windows, macOS can read it, but cannot write to it.
  2. She can just setup the account in the Mail App on the Mac and her mail should appear immediately.
  3. Same thing as point number 2. Adding the email account will let you bring in any other associated data including Calendar, Notes, Contacts etc...

See here: link-> Add email accounts in Mail on Mac - Apple Support

If it's an actual Exchange account, or Hotmail / Outlook.com account you can add it using the Exchange preset.


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Question marked as Top-ranking reply

Nov 26, 2021 9:27 AM in response to Captain Moderate

  1. Yes a thumb drive or an external drive formatted as Fat or eXFat will work. If its formatted as NTFS for Windows, macOS can read it, but cannot write to it.
  2. She can just setup the account in the Mail App on the Mac and her mail should appear immediately.
  3. Same thing as point number 2. Adding the email account will let you bring in any other associated data including Calendar, Notes, Contacts etc...

See here: link-> Add email accounts in Mail on Mac - Apple Support

If it's an actual Exchange account, or Hotmail / Outlook.com account you can add it using the Exchange preset.


Nov 26, 2021 10:11 AM in response to Captain Moderate

If she would prefer something that looks and behaves almost the same as Outlook, there's the free eM Client.


You can use the basic instructions I wrote here to get the contacts from Outlook to eM Client. For files and folders, create a folder on the desktop for each local folder she has in Outlook. Drag and drop the emails from Outlook into each same named folder. All attachments will automatically be included. Copy the folders of saved emails onto a flash drive.


Go to eM Client and create same named new local folders. Drag and drop the files from each folder onto the flash drive into eM Client.


I had originally exported the data from Outlook for Mac and them imported it eM Client. Yes, it recreates all of the local folders and brings in the emails, but all with the time and date of import. Doing it the manual way above preserves the original timestamps of your emails.


No idea how to get the calendar history over. Possibly part of an Outlook export?

Transitioning from MS Outlook on a PC to Apple tools on a Mac

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