Attach the large file to the email, either with the attachment button, a keyboard shortcut, or with drag & drop – note how the file size will appear in red if it’s too large, this indicates it will trigger MailDrop upon send.From the Mac Mail app, create a new email as usual.Sending a large file or document with Mail Drop is quite simple and the process is almost entirely automated: Sending Large Files with Mail Drop from Mac OS X The recipient does not need to be running OS X Yosemite, however, as the file download link is available to any user on any platform. Mail Drop was introduced in OS X Yosemite, so you as the sender will need to be running a modern version of OS X to be able to have the feature in Mail app. If that sounds confusing it’s really not, the entire thing is basically automated, and it works quite well. When you approve of the MailDrop request, the file is uploaded to an iCloud server where the recipient will receive a download link to the file attachment, rather than a direct email attachment. Essentially, MailDrop will automatically detect when a large file has been placed in an email, and ask if you’d like to use Mail Drop for the attachment rather than trying (and failing) to send it through the email server.
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