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How to send large attachments with Mail Drop and other services
Apple added a clever option in its 2014 Mac operating system update for letting the Mail app handle large files. Many email servers limit the file size of attachments to something that can be quite modest—in the 10s to 100s of megabytes. This is partly to prevent spam and harassment that could clog a mail server or an email account, putting a user over their quota.
But it’s also just for plain efficiency. Email is a terrible way to send large files.
For an iCloud account, you can choose to check the “Send large attachments with Mail Drop” box in Mail > Preferences > Accounts in the iCloud account’s Account Information tab. Apple has never defined how large “large” is, presumably so it vary that amount over time or based on factors for individual recipient mail servers.