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How to send large File attachment using iCloud mail

I am trying to send an email with a file attachment. File size is 29.8 and message says file size is over the 28.5 limit. I can not find Mail Drop. How do I find Mail Drop? Is there anything else I can do?

MacBook Pro with Retina display

Posted on Apr 5, 2016 8:21 AM

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Question marked as Top-ranking reply

Posted on Apr 5, 2016 8:26 AM

Are you signed into your iCloud account, when you try t send the attachment? Then tit should be automatic:


Send large attachments using Mail Drop

You can use Mail Drop to send files that exceed the maximum size allowed by your email account provider. Mail Drop uploads large attachments to iCloud, where they’re encrypted and stored for up to 30 days.

  • If you have an iCloud account and you’re signed in to iCloud when you click Send, Mail automatically sends the attachments using Mail Drop. Mail Drop attachments don’t count against your iCloud storage.
  • If you don’t have an iCloud account, or if you’re not signed in, Mail asks you whether to use Mail Drop (to always use Mail Drop select “Don’t ask again for this account”).

If a recipient uses Mail in OS X Yosemite or later, the attachments are included in your message. For other recipients, your message includes links for downloading the attachments, and their expiration date.

You can turn Mail Drop on or off for an account. Choose Mail > Preferences, click Accounts, select the account, click Advanced, then select or deselect “Send large attachments with Mail Drop.”

12 replies
Question marked as Top-ranking reply

Apr 5, 2016 8:26 AM in response to mgilbert61

Are you signed into your iCloud account, when you try t send the attachment? Then tit should be automatic:


Send large attachments using Mail Drop

You can use Mail Drop to send files that exceed the maximum size allowed by your email account provider. Mail Drop uploads large attachments to iCloud, where they’re encrypted and stored for up to 30 days.

  • If you have an iCloud account and you’re signed in to iCloud when you click Send, Mail automatically sends the attachments using Mail Drop. Mail Drop attachments don’t count against your iCloud storage.
  • If you don’t have an iCloud account, or if you’re not signed in, Mail asks you whether to use Mail Drop (to always use Mail Drop select “Don’t ask again for this account”).

If a recipient uses Mail in OS X Yosemite or later, the attachments are included in your message. For other recipients, your message includes links for downloading the attachments, and their expiration date.

You can turn Mail Drop on or off for an account. Choose Mail > Preferences, click Accounts, select the account, click Advanced, then select or deselect “Send large attachments with Mail Drop.”

Apr 6, 2016 8:41 AM in response to mgilbert61

It appears Apple is pushing El Capitan, but there are some pretty negative reviews.

It is more important to check if El Capitan supports the applications you are using and your hardware is wrking, scanners, printers, audio interfaces, etc. I would hasitate to upgrade, if it meant to upgrade expensive applications as well.


El Capitan added security features, that some users do not like. It is no longer possible to modify the system applications, for example to modify the icon of your mail application. This is to prevent malware from installing itself in your applications folder.

I find El Capitan faster and more responsive than Yosemite.

How to send large File attachment using iCloud mail

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