Forum Question: How Do I Get Mail Drop To Work?

I am using El Capitan on a new iMac. I have mail drop turned on. Yet when i attach a 13 mb compressed photo file and send with my icloud server it fails. Error message says file to large for the server.

What am I missing?
John DeCarli

Comments: 6 Responses to “How Do I Get Mail Drop To Work?”

    8/2/16 @ 5:05 pm

    Do you have Mail Drop enabled? Apple has instructions for that here: If that isn’t working for you, then perhaps it could be an issue with your iCloud space — is it almost full? Or maybe ISP trouble uploading the file.

    John DeCarli
    8/3/16 @ 7:23 pm

    I do have Mail Drop enabled on Apple Mail & iCloud mail. My iCloud shows I have 4.3GB available. Tonight I tried to send from iCloud mail on my browser with the 13.1MB compressed picture file. The iCloud mail sent the file about 2 hours ago. As of now the mail has not been received. Using Apple mail I do get the error message “Sending the message content to the server failed. The server response was: Message Size Violation. iCloud outgoing server.

    8/3/16 @ 7:31 pm

    What do you mean when you say “compressed picture file?” Usually images are compressed. But did you do something to it before trying to send it? Like turn it into a zip file or something?
    How did you get the error message? Was it something that popped up while trying to send? Or was it a response via email from the recipient’s email server? I’m wondering if the recipient is using a server that iCloud thinks should be able to handle 13.1MB attachments, but in fact it doesn’t. What is their email server (i.e. Gmail, Yahoo, something else?)

    John DeCarli
    8/4/16 @ 7:55 am

    Yes I zipped pictures to reduce the file size. I get the error message from my sending email server. I am now just trying to get it to send to one of my .mac or .me addresses. So I assume it is using the iCloud for that purpose. I purposely stayed away from using any Gmail or Yahoo addresses. I also tried to just send the picture file which is 13.6MB with web iCloud mail and it gives me a message “cannot attach – try compressing file”

    8/4/16 @ 8:05 am

    No need to zip pictures. They are already compressed (you are sending jpg files, I assume). Zipping them won’t get you much more.
    Try just attaching the jpg files (as files, NOT a folder of files).
    See for more things that could be causing trouble.

    John DeCarli
    8/6/16 @ 8:50 am

    Your last comment FIXED the issue. Sending individual pics works. Mail drop does not work sending the File with the pics nor Zipped pic file. I have talked to Apple and they are going to put that in the instructions on using MailDrop. Thank you for your assistance.

Comments Closed.