I recently had to import PST to New Outlook after moving to Microsoft 365, and I tested both manual and automated methods before deciding which one worked better.

The manual method is straightforward now because Microsoft finally added native PST support in New Outlook. I simply opened the app, went to Settings > File > Import, selected my PST file, and started the process. It imported emails successfully, but contacts and calendar entries still weren’t fully supported in my case.

The limitations became obvious with larger PST files:

• Slow import process
• No proper support for calendars and contacts
• Risk of syncing delays
• No duplicate removal option
• Hard to manage multiple PST files together

To overcome those problems, I switched to the DRS Softech PST Converter. The automated method handled multiple PST files at once and preserved attachments, folder hierarchy, metadata, and mailbox structure properly. It also offered preview and filtering features before migration started.

From my experience, manual import works for light usage, but automated migration is far better for large or important Outlook data.