missing scheduled send later mails in the sent folder

I have the same issue, and it was my very first time using Send Later, so it was very confusing if my mail actually got sent. Luckily my recipient took action from the email, otherwise I would have wondered if it ever got sent!

To detail my case, my computer was in sleep mode at the time the email was supposed to send. Hours later, when I woke my computer up, I could see the "Send Later" mailbox still showed "1", but when I clicked on it, the box was actually empty. The Sent box also did not show this email. My computer was awake for over an hour, yet this scheduled email was still invisibly stuck in the Send Later box. I decided to quit Mail and reopen, and then that email was NO WHERE: not in Sent, Send Later, Draft, it was just gone. Luckily a few minutes later my recipient took the action my email was requesting, so I believe it was not actually sent until I quit Mail and reopened to find the email missing.

This is a terrible user experience, especially when I assume a lot of people only schedule emails that are IMPORTANT to receive at a specific time. So not only is the received timing wrong, but I was left thinking I might have to spend a lot of time rewriting a delicately worded email and disturbing the recipient a second time about a delicate subject. You can't mess with people's important business like this!

Have seen and experienced to same as yourself - sadly.

Do not have a tip or solution other than to >>

1 - Get Support Choose a product and we’ll find you the best solution.Start now and open an Apple Support Ticket as they are Apple Employees to deal will these types of issues . They may even kick this up the " Food Chain " to the Apple Software Engineers to investigate further

The more reports submitted to Apple the more work that may do on this issue

2 - Product Feedback - Apple and make it known to Apple regarding this ongoing issue 

Good idea but in my case the specific time set to send ran about 20 minutes later then " Scheduled "

That is Sending to myself and then tested to sending to my ISP Mail ( not configured to Apple Mail e-mail client )

In both cases - they did appear in the Sent Folder of Mail, though.

Welcome and thank you too for the above experiment and results you experienced.

I do know and have experienced similar but only for short Delays in sending.

Never attempted compose today and send tomorrow

Same happening here, and now in the Send Later folder I can see the email I wrote in the preview but when I click "Send again" to open and resend it's totally blank so I can't even copy and paste.

I'm going to email the client and see if she received it.

Hopefully Apple look at this quickly!

My laptop wasn't on at the correct sending time, it may have been I'm not sure what time I booted today, but either way, like you said, it should just send as soon as it is on if it's overdue surely...

Same here, but not from the beginning. The very first times it worked. I had the bug only today.

I tried to update to Ventura 13.1, but it didn't fix the bug.

Tested right now after the update. Still, the sent messages aren't stored in "sent mail" folder or in any other folder after they have been automatically sent with the "send later" feature.

I just sent a Product Feedback.

I hope Apple is going to fix it soon.

I am using a Macbook pro 16" Intel and MacOs Ventura 13.1.

Update.

I made some more tests, and this is what I got.

With Gmail email accounts everything went fine. After the scheduled messages have been sent, they are properly stored into the Sent Box.

With email accounts hosted by Siteground the issue still exists.

Anybody knows if there are any setting that I can change on SG's email accounts to let the Send Later workflow run correctly? Or I can just wait for Apple to fix it?

Thank you

I am having the same problem.

The scheduled messages are being saved in:

• INBOX > Sent messages

instead of

• Sent

If you have a web access to your email, you'll see that your email is sent but saved in the wrong directory (folder).

@apple... you need to save the email to the selected folder in the account parameters.

Thank you.

I am using same computer and same problem, except I don't even see a "send later" folder. I have to do a search in mail to even find my "send later' email. I did google to see if my email host - which is through Godaddy where I have my website and email - is compatible - they use outlook for webmail. Seems that might be the issue for me. Found this but haven't tried it yet:

Add your Workspace Email account to the Mail app. Then you can send and receive business emails from your Mac.

Then I found this: https://www.godaddy.com/help/add-my-workspace-email-to-mail-mac-4874

Different hosts may have different issues I guess.

Worth looking into if you haven't solved the problem yet. I am hoping it works.

What if you try it again? I first had this problem too, today it worked for me (tested it by sending an email to myself)

Excellent work there 👍 and thank you for sharing

Yes, hopefully the 13.1 update will have something to offer and related to this issue, when it is released.

Exactly what I see with a private SMTP-Server.

Everything works like expected, only scheduled mails are stored in INBOX > Sent messages and not in my Sent-Folder like stated in the settings.