12 September 2026, 02:35 PM
Yes, migrating multiple OLM files to Office 365 is possible, and it can be useful when several users have separate Outlook for Mac archives that need to be moved into Microsoft 365. For example, an organization may have OLM files stored from different employees, departments, or older Mac systems. Converting each file separately can take considerable time, especially when the archives contain large numbers of emails, attachments, contacts, calendars, notes, and tasks. A dedicated tool such as SysInfo OLM Converter provides a more organized way to handle this type of migration because it supports adding and processing single or multiple OLM files in one workflow.
With SysInfo OLM Converter, users can use the Select Files option to add several OLM files or choose Select Folder when the OLM files are stored together in one location. After adding the files, the software allows the mailbox data to be previewed before migration. This can help users check the available folders, emails, subjects, senders, recipients, message bodies, and attachments before moving the data to Office 365. Instead of blindly transferring the entire archive, users can select the required mailbox items and proceed with the migration according to their needs.
The software supports directly importing OLM data into Office 365, so users do not necessarily have to first convert every OLM file into PST and then perform a separate import. During the process, supported mailbox items such as emails, contacts, calendars, notes, and tasks can be transferred. The original folder hierarchy is also maintained, which helps keep the migrated mailbox organized. For example, if an OLM file contains folders such as Inbox, Sent Items, Projects, Clients, and Archives, maintaining the source structure can make it easier to locate the same information after it reaches Office 365.
Multiple-file migration can also be helpful when OLM archives are of different sizes. The SysInfo OLM Converter supports adding OLM files of different sizes, allowing users to work with several archives rather than limiting the process to one particular file. It also provides options for handling duplicate emails, contacts, and calendars based on specific criteria. This can be useful when multiple OLM files contain overlapping information and users want to reduce unnecessary duplicate data during the migration.
With SysInfo OLM Converter, users can use the Select Files option to add several OLM files or choose Select Folder when the OLM files are stored together in one location. After adding the files, the software allows the mailbox data to be previewed before migration. This can help users check the available folders, emails, subjects, senders, recipients, message bodies, and attachments before moving the data to Office 365. Instead of blindly transferring the entire archive, users can select the required mailbox items and proceed with the migration according to their needs.
The software supports directly importing OLM data into Office 365, so users do not necessarily have to first convert every OLM file into PST and then perform a separate import. During the process, supported mailbox items such as emails, contacts, calendars, notes, and tasks can be transferred. The original folder hierarchy is also maintained, which helps keep the migrated mailbox organized. For example, if an OLM file contains folders such as Inbox, Sent Items, Projects, Clients, and Archives, maintaining the source structure can make it easier to locate the same information after it reaches Office 365.
Multiple-file migration can also be helpful when OLM archives are of different sizes. The SysInfo OLM Converter supports adding OLM files of different sizes, allowing users to work with several archives rather than limiting the process to one particular file. It also provides options for handling duplicate emails, contacts, and calendars based on specific criteria. This can be useful when multiple OLM files contain overlapping information and users want to reduce unnecessary duplicate data during the migration.