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The Office 365 server has the maximum send and receive message size (and optional attachment) set at 25 MB. Keep in mind that someone's mailbox on the Office 365 server will be prohibited from receiving messages if they exceed the maximum quota limit.
Office 365 administrator help to prevent false positive email by using a safelist. An admin can add the email sender's IP address to their connection filter IP Allow list: Obtain the headers for the message you want to allow in your mail client such as Outlook or Outlook Web App, as described in Message Header Analyzer.mail from these entries is not processed by the spam filter. Add trusted senders to the Sender allow list. Click Add, and then in the selection dialog box, add the sender addresses you wish to allow. You can separate multiple entries using a semi-colon or a new line. Click ok to return to the Allow Lists page.