If you’re struggling to move your Outlook for Mac data, I faced the same issue and found a reliable solution. OLM files are not directly supported by most email clients, such as Office 365, making manual migration complicated and time-consuming. After trying different methods, I used the CloudXena OLM to Office 365 Migration Tool, and it made the entire process much simpler and faster. This tool directly migrates OLM files to Office 365 without converting them to intermediate file formats like PST. That alone saves a lot of effort and reduces the chances of data loss. It supports complete mailbox migration, including emails, contacts, calendars, tasks, and attachments, while maintaining the original folder hierarchy. One feature I found very useful is the preview option, which lets you check all your data before starting the migration. Another advantage is bulk migration. If you have multiple OLM files, you can upload and migrate them at once without any size limitation. This is especially helpful when dealing with large data sets. The tool also includes a duplicate removal feature, which ensures that repeated emails are skipped automatically during the process. What I liked most is that it doesn’t require Outlook installation. The OLM to Office 365 Migration Tool runs independently and works on both macOS and Windows systems. It also allows selective migration, meaning you can choose specific folders or apply date filters if you don’t want to transfer the entire mailbox.