HT202736: iCloud: Using OS X Mail to move, delete, or copy iCloud email
Learn about iCloud: Using OS X Mail to move, delete, or copy iCloud emailQ: How do I delete POP mail messages from the server in El Capitan? The option to delete messages after downloading is not an o ... How do I delete POP mail messages from the server in El Capitan? The option to delete messages after downloading is not an option in the OS. more
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Sep 26, 2016 4:03 AM in response to Brian Mollby Eric Root,★HelpfulBased on your screen shot, it appears you are referring to your iCloud e-mail account or another account, which isn't POP, but is IMAP. POP accounts do not have the option to Send large attachments with Mail Drop.
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Sep 25, 2016 8:39 PM in response to Brian Mollby babowa,FWIW, even if you are referring to a POP account and have the "remove copy from server..." option checked, it does not always work that way because: most (all?) online email services have their own rules and may keep a copy of the email for 30 days (usually) unless you actually delete the email while logged into your account on their website. I've observed that behavior for several years using a POP account (my ISP only supports POP).
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Sep 26, 2016 4:04 AM in response to Brian Mollby Brian Moll,I did have Mail checked in iCloud. Now that I have unchecked Mail in iCloud on all of my devices, I still have the same set of options. Any ideas? I restarted the computer already.
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Sep 26, 2016 7:23 AM in response to Brian Mollby Luis Sequeira1,Let me reiterate what has been said: iCloud mail is not POP.
You will only have the option you want in a POP account, not an IMAP or Exchange account. These two work differently, in that mail is synchronized to the server, whereas in POP it is downloaded. Different mindset, different features.

