![]() One more thing: This does assume you’re using an IMAP account (like Gmail or iCloud) and not an old-style POP account. Then everything should sync to the same folder on your iPhone or iPad! If that’s the case for you, you could consider moving the messages from “On My Mac” into the newly created sent folder for that account if you need your old stuff to sync, too. You’d do this by clicking on the sent folder underneath “On My Mac,” pressing Command-A to select everything within it, and then dragging those emails to the correct sent folder near the top of the sidebar, like so: Note, however, that if you do this, your existing sent mail from that account may appear under the “On My Mac” area in Mail’s sidebar instead of within the sent mailbox near the top: If you click that, you’ll likely note that yours is set to store sent emails under the “On My Mac” section like mine is above switch that to the “Sent” or “Sent Messages” folder under the server section at the top, and you should be good to go. ![]() ![]() Under “Mailbox Behaviors” is the drop-down for “Sent Mailbox.” When you do that, you can choose the “Mailbox Behaviors” tab: ![]() When the Preferences window opens, click on the “Accounts” tab, and then select the problematic account from the sidebar.
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