Yes, you can migrate PST files to Office 365 in several ways. Microsoft has some built in options, but they usually require a few configuration steps and are better suited for users comfortable with the setup process.

If you want a simpler approach, look for a solution that can:

• Import PST files directly to Office 365 mailboxes.
• Save emails, attachments, contacts and calendar.
• Keep the original folder structure.
• Manage multiple PST files in a single session.

Recently, I had to transfer a few years' worth of archived Outlook data to a Microsoft 365 account. Instead of importing each PST file, I used Softaken PST to Office 365 Converter. It allowed me to upload the mailbox data directly to the target account and keep everything organised, so I didn’t have to reorganise folders afterwards.

I would recommend importing one small PST file before you proceed with the full migration. This way, you get to verify that all your mailbox items are there correctly before you migrate the rest of the data.

I'm currently trying to migrate several years of Outlook email archives from my Mac to Microsoft 365, and finding the right migration software has been more difficult than I expected. My biggest concern is preserving the complete mailbox structure, email formatting, attachments, and metadata while avoiding data loss. Since I don't want to install Microsoft Outlook just for the migration, I've been looking for a solution that works independently on macOS.

During my search, I came across the MacSonik PST to Office 365 Migration Tool, and it seems to offer everything needed for large mailbox migrations. It supports both Intel-based Macs and Apple Silicon devices, making it compatible with modern macOS systems. One feature that immediately stood out is its ability to migrate multiple PST files simultaneously without imposing file size restrictions, which is ideal when dealing with years of archived Outlook data.

Besides direct Office 365 migration, I noticed the software can also To convert PST to EML files and export PST mailboxes into more than 18 additional file formats. That flexibility is useful because it provides backup and migration options beyond Microsoft 365 if requirements change later.

Another feature I found interesting is the mailbox preview. Before starting the migration, you can browse the complete folder hierarchy, preview emails, and select only the folders or messages you actually want to migrate. The built-in date filter helps transfer emails from a specific time period, while duplicate email removal prevents unnecessary data from being migrated, resulting in a cleaner Office 365 mailbox.

I also like that the tool preserves the original folder structure, email properties, attachments, sender and recipient details, timestamps, and formatting throughout the migration. Having the option to include or exclude attachments depending on migration requirements is another practical feature, especially when trying to optimize mailbox size.

Security is a major priority for us, so it's reassuring that the migration process takes place locally on the Mac without uploading mailbox data to third-party servers. From what I've read, the software also generates a detailed migration report after completion, making it easier to verify migrated items and monitor the entire process.

The free demo version looks like a good way to evaluate its performance before purchasing a license. Since we're planning a fairly large migration, testing the workflow first is definitely important.

Has anyone here used the MacSonik PST to Office 365 Migration Tool on macOS, especially on Apple Silicon Macs like the M1, M2, M3, or M4? I'd love to hear whether it handled large PST files smoothly, maintained mailbox integrity, and completed the migration without errors or missing emails.

Are you trying to migrate PST files in Office 365 account? If yes, then try BitRecover PST Converter Tool. This application is advance recommendation for users who have bulk of PST files and want to import in Office 365 account. This application securely transfers emails, attachments, folders, and mailbox data while maintaining the original structure & formatting. It allows selective migration based on folders, dates, or email attributes. This application effortlessly handles large-sized PST files without file size limitations. This tool also minimizes the risk of data loss, duplication, or corruption during migration. Download free demo edition today to learn more about the software.