How to Migrate Mail to New Outlook from Outlook 2016 Mac? – Top 4 Solutions

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  • Updated on February 11th, 2025

Summary: Migrating your email from Outlook 2016 on Mac to the new Outlook is a crucial process for users looking to transition to an updated platform with improved features. If you are wondering, “How do I migrate my mail to New Outlook from My Outlook 2016 Mac?” you are not alone. The transition may seem complex, but with the right steps, you can efficiently transfer your emails, contacts, and calendar items without losing any critical data. In this guide, we will discuss four effective solutions to help you migrate seamlessly.

Understanding the Need to Migrate Email from Outlook 2016 Mac

Microsoft has continuously updated its Outlook application to improve user experience, security, and performance. As a result, Outlook 2016 for Mac users may need to migrate their emails to the latest version to benefit from new features and enhanced functionality. “Migrating your email from Outlook 2016 on Mac to the new Outlook” requires a well-structured approach to ensure no data loss during the transition.

Here, we will outline four reliable methods to migrate your email seamlessly.

User’s Query?

David Boon1 on Microsoft Community Asks – I’m trying to transfer my Outlook 2016 profile from an old MacBook Pro to a new one. I use multiple accounts (Exchange, personal mail, Gmail) and store everything locally. I exported my data to an OLM file (33GB), but when importing it to the new Mac, everything appears in a single “Outlook for Mac Archive OLM” folder. The contacts, calendar, and filed emails are not transferred as they were on my old Mac. I contacted Microsoft support, but they said it’s not possible. Can anyone help me properly migrate my Outlook settings and data to a new Mac?

User on Reddit Asks – I work in IT but am not very familiar with Macs. A client needs their Mac wiped and re-setup, but they want to keep their Outlook files. What’s the best method for backing up and transferring their Outlook data to the new MacBook?

Solution 1: Sync Emails via IMAP or Office 365

If your email account is configured using IMAP or Office 365, the simplest way to migrate your data is by adding your account to the new Outlook. Since IMAP stores emails on the server, your messages will automatically sync once you set up your account in the new Outlook.

Steps to Migrate Mail to New Outlook via IMAP or Office 365:

  1. Open the New Outlook application on your Mac.
  2. Click on Add Account and enter your email credentials.
  3. Ensure that the account type selected is IMAP or Office 365.
  4. Allow Outlook some time to sync your emails from the server.
  5. Verify that all messages and folders have been imported correctly.

This method ensures a hassle-free migration without requiring manual exports or conversions.

Solution 2: Export and Import Emails Using .OLM Files

If you have locally stored emails or a POP-configured account, exporting and importing your data via an OLM file is a viable option.

Steps to Export OLM File from Outlook 2016 Mac:

  1. Open Outlook 2016 on your Mac.
  2. Click on File > Export.
  3. Select Outlook for Mac Data File (.olm) and choose the items you want to export (emails, contacts, calendar, etc.).
  4. Click Save and choose a secure location on your system.
  5. Wait for the export process to complete.

Steps to Import OLM File into New Outlook:

  1. Open the New Outlook on your Mac.
  2. Click on File > Import.
  3. Select Import Outlook for Mac Archive File (.olm).
  4. Locate the previously exported OLM file and select it.
  5. Click Import, and your emails, contacts, and calendar events will be restored.

Using the OLM export-import method allows you to migrate all locally stored data with precision.

Solution 3: Utilize Microsoft 365 Cloud Sync

For users with a Microsoft 365 account, leveraging cloud sync is an efficient way to migrate emails without manual intervention.

Steps to Use Microsoft 365 Cloud Sync to Migrate Outlook 2016 Mac Mail to New Outlook:

  1. Ensure your Outlook 2016 account is connected to Microsoft 365.
  2. Sign in to the new Outlook using the same Microsoft 365 credentials.
  3. Since cloud sync automatically updates emails, contacts, and calendar events, all your data should be available in the new Outlook instantly.
  4. Confirm that all your emails and folders are correctly synced before removing the old account.

This method is the most seamless for Microsoft 365 users, as it eliminates the need for manual exports or imports.

Solution 4: Use Aryson OLM Converter Tool

If you face difficulties importing OLM files directly into the new Outlook, the Aryson OLM Converter Tool offers a robust solution. This tool is designed to convert OLM files into various formats compatible with the new Outlook, ensuring a smooth transition.

Steps to Use Aryson OLM Converter Tool:

  1. Download and install the Aryson OLM Converter Tool.
  2. Open the software and select the OLM file you exported from Outlook 2016.
  3. Choose the desired output format (PST for Outlook, for example).
  4. Click Convert and wait for the process to complete.
  5. Import the converted file into the New Outlook by using the Import feature.

This tool is particularly useful for users who experience issues with direct OLM imports or need to transfer data to different email platforms.

Final Thoughts

Migrating your email from Outlook 2016 on Mac to the new Outlook can be accomplished through multiple methods, depending on how your data is stored. If you use an IMAP or Office 365 account, simply adding the account to the new Outlook will sync your emails automatically. For users with locally stored data, exporting and importing OLM files is a reliable method. Microsoft 365 users can take advantage of cloud sync for a seamless transition. However, if you encounter challenges with OLM files, the Aryson OLM Converter Tool provides an efficient way to convert and migrate your emails.

By following these solutions, you can ensure a smooth transition to the new Outlook while retaining all your important emails, contacts, and calendar events.

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About The Author:

Rohan Wiese is a Technical Writer at Aryson Technologies. He is an expert Email Forensic, Cloud Computing, and a passionate nerd with over 10 years of experience in technical content writing. He writes about Cloud Migration, Database Recovery, Email Backup, Windows, Mac, and Tech.

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