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When sending something to Trash and then trying to delete it, I get the "Operation to Trash was not successful.

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…Then it says the mail for account such-and-such responded OVERQUOTA. Not enough disk space. I've checked and I have plenty of disk space. This started happening a couple of days ago on all three of my Macs.

…Then it says the mail for account such-and-such responded OVERQUOTA. Not enough disk space. I've checked and I have plenty of disk space. This started happening a couple of days ago on all three of my Macs.

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Your mail provider gives you a set amount of storage space for your mail. Overquota means you have used it all up.; It has nothing to do with disk space on your macs.