Mac Mail Crashing when Send

I am trying to troubleshoot my Mail app which has been working fine. I am having issues getting some emails so I started testing and sent from one of my emails to another. There was no SENT emails although it showed the email was sent. Turned off the delay send (10 seconds which I have had on for months) and now when I try to do the send from Mail app from one email to another the app crashes. Have tried deleting PLIST and APPLICATION STATE to no avail. My emails are gmail and POP. The only thing I have changed in the system is to remove the send delay and, while I was troubleshooting I updated one dot release to 13.6.


I have found, in the past, that corrupted emails, generally spam, in the gmail webmail, has stopped me from receiving emails to the Mail client. However, this isn't that problem as I am sending from the client and having the app blow up.


OS: Ventura 13.6

Mail: Version 16.0 (3731.700.6)


MORE: I tried sending to someone else, rather than my emails and also crashed. After log files pop up I close (have sent several to Apple) and then reload the Mail app, It comes up can't send with the normal options. However, the email that can't send is absolutely blank. Additionally, the OUTBOX, which is never showing unless something is stuck in it, is showing but it is empty.

MacBook Pro (2017 – 2020)

Posted on Sep 25, 2023 12:12 PM

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25 replies

Apr 9, 2024 7:56 AM in response to buzzoff13

This happened again to me when I upgraded from Ventura 13.6.4 to 13.6.6. Send Delay on would indicate sending email but nothing sent, nothing in sent box. Turn of Send Delay and repeat process would crash Mail. After talking extensively with senior tech support (and them with engineering) and providing all sorts of log files and data, Apple came back stating they will have this fixed in the next dot release for Sonoma. I went ahead and updated to Sonoma and now waiting for the next dot release.

Nov 14, 2023 1:01 PM in response to ehpizz

Frustrating is right!!! I spent several days troubleshooting before I got Scott's response. Apple even had me rebuild the OS which was a total waste of time. Anyway, as Scott suggested, I would call and ask for Tier 2 support. I haven't had any problem since it was fixed but we never found out what the "server side" issue was. Strangely, some emails went through and some didn't. The ones that didn't were not even in the Outbox. Good luck and let us know the results.

Sep 28, 2023 10:10 AM in response to buzzoff13

Tell them you want to speak to a senior advisor. This is the exact same thing that happened to me on multiple computers and user profiles. I had another family member with the same issues as well. This is definitely a server side issue. It's crashing on send cause it's getting bad info from the server during the process which causes the app to shutdown. Feel free to have them reference my case which has video documenting the behavior and they also collected troubleshooting logs for the engineers. case 102079306598

Sep 25, 2023 3:05 PM in response to buzzoff13

Tried Safe Mode and turning off all startup items to no avail.


Retried after Safe Mode and successfully sent 1 email. Tried again and app crashed. This time, even after reboot, have one item in Outbox, which is the one that failed, but opening the item it is a blank email without addresses and subject. Delete blank email in outbox but outbox mailbox still shows.

Sep 27, 2023 4:22 PM in response to buzzoff13

Additional Update on 9/27: I seem to be able to send a new email to someone else and bcc me w/o crashing and actually went into the Sent box as well as getting my copy of the email in my inbox. This email was sent with the Send Delay OFF. Currently, it seems I can successfully send a new email to someone besides myself and reply to someone who sent me an email. At this time I think the crashes come when I send test emails to myself only. As above, the app does act differently with Send Delay on vs off.

Nov 14, 2023 5:14 AM in response to buzzoff13

This just started happening to me last night after the 13.6.1 update. Using Mac.com email account, email "swoosh" sound is heard but email never shows up in sent folder and recipient doesn't receive. Have tried multiple tests. Then app crashes. This morning I turned off the "delay send" option in settings and now the mail app just crashes when I hit send. Then the server connection error comes up. I'm so frustrated!

Nov 14, 2023 12:07 PM in response to ehpizz

ehpizz, read the posts from Scott Ryder in this thread. It appears it was a server side issue but Scott Ryder recommended calling and asking for a Senior Tech if it continued. Shortly after Apple resolved the issue with Scott Ryder my issue disappeared and I haven't seen since. I am on 13.6.1 as well and haven't had a problem since Oct 1st.

Sep 26, 2023 7:26 AM in response to buzzoff13

Worked with Apple Support for a couple hours and ultimately reinstalled OS Ventura. eMail failed again after the reinstall. Agent was able to see the issues and was happy with my configurations, etc. This just started yesterday so I figured there was corruption and the OS reinstall would fix. Hopefully someone out there has an idea or maybe I need to go find a Genius Bar but there isn't one near where I live.

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Mac Mail Crashing when Send

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