Email not sending on iPhone

Hi, I am having a very big problem with the mail app in iOS 16. I have two emails set up and when I reply to a email, it can’t send, it just goes straight to my outbox and a error message says server not found. I tried everything, I looked to see if my server for the emails is turned on and it is and I also re-added my two emails again and it still did not fix the problem. I did not change anything about my two emails since I had iOS 15. In iOS 15, did not have these problems but now I do. This is definitely a iOS 16 problem.


[Re-Titled by Moderator]

iPhone 13 Pro

Posted on Oct 7, 2022 9:19 AM

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Question marked as Top-ranking reply

Posted on Apr 11, 2023 7:42 AM

Same thing happened to me. After sending, I was unwittingly tapping Undo Send at bottom of screen by accidentally touching or swiping up to exit before mail had a chance to send. Undo Send option is on by default. There is a minimum 10 second delay to mail actually being sent, even after you hear the whoosh. Go to Mail preferences, scroll down to very bottom > Send > Undo Send Delay > Turn Off or choose 10/20/30 Seconds.

172 replies

Dec 5, 2022 10:30 AM in response to anthonyg916

I've installed the latest iOS 16.1.2 update that was released on November 30th, 2022 last Thursday 12/1/22 on the affected users iPhone that I had mentioned in a previous post. There weren't any specifics to the native iOS mail app at the time and I have yet to look for more release notes. I am hoping this fixes the experience my user was having:

"Cannot Send Mail - An error occurred while delivering this message"

Not seeing a Sent item within Sent mail, although the message was indeed sent; I was able to notice this when I saw duplicate sent items within the users Sent folder on their computer (vs iPhone).


Feb 28, 2023 8:21 PM in response to Metro287

Disabling undo-send does not rectify the issue. It persists. You might just not close Mail while it's still sending and hence notice is sooner.


Send e-mail with an exchange server (Office 365). Get an error that the message failed to send. But then go into the outbox and resend the message and it sends perfectly.


This started about a month ago and is just ridiculous. Happening on iPhone, and iPad. My older iPhone on 15.x does not exhibit this awful behaviour.

May 31, 2023 6:13 AM in response to Lawrence Finch

Fair enough, Lawrence, although I'm not sure that ordinary users would ever need or encounter such a thing, much less suffer consequences ... and anyway, the thread is about "emails not sending". This everyday problem is solved in a few taps to switch off "Delay Sending" in Mail Settings. That's it.


Hey Apple, if you must make this "feature" the default when it previously never existed (which is extremely confusing: stuff that previously just worked - remember those days?) then at least pop-up a warning like "Email will send in 10 seconds - withdraw?" and defo let the countdown run in the background, even if the app is closed, or perhaps put the email in the Outbox until it sends so that we have some visibility of what's going on - and ffs do not reassure us with the "woosh" we hear that confirms an email is sent when it's in fact still counting down ... to infinity if you close the app before the clock is run out!


Arghhhhh, Apple doesn't fix the things we really want and complain about a lot (sensible meeting invite confirms in Calendar to *all* systems, even if they're Microsoft, so that we can work simply and effectively), but they add useless stuff nobody asked for - and then in a user-unfriendly, undo-working-systems that we've used hundreds of times per day for over a decade, and in a hopelessly confusing way.


Listen to your users, Apple!

Jun 5, 2023 9:54 AM in response to Mamastitch

I’ve done extensive testing, with several different email accounts. I hit Send, then immediately lock my phone. Locking my phone does not prevent mail from sending, even if locked before the send delay times out.


However, if I force-quit the mail app before locking the phone, or also not locking the phone, force-quitting the mail app DOES prevent mail from sending, every time. Whether I lock the phone or not.

Jul 25, 2023 10:32 AM in response to churchie70

churchie70 wrote:

Similar issue. However it "sends", I hear the swoosh. it disappears, But then it is not in the sent folder, not in the drafts, not in the outbox, no where, and I follow up with intended recipients, they didn't get the email. this seems to happen more with forwarded and replied emails than new created but happens with all. this is a HUGE issue especially when work time related emails... claiming "but I sent the email!!!"

I’ll assume you didn’t read the thread you posted to, so I will summarize it.


  1. If you are in the habit of force-closing mail, don’t. Or if you absolutely insist that you must for some reason that goes far beyond the recommendations of Apple’s engineers not to, leave mail open until the “undo” send times out (default: 10 seconds)
  2. If you still must force-close mail and can’t wait 10 seconds after sending, go to Settings/Mail, scroll to the bottom, and set Undo Delay to None.

Nov 28, 2022 5:02 PM in response to Lcarrow

The problem I have is when using the Apple Mail app with iOS 16.1.1. My email account is a Gmail one. Since discovering this issue I’ve used the Gmail app on my iPhone rather than the Apple Mail app. I’ve had no problem while using the Gmail app. It’s possible the problem only occurs with “replies”. I’ve not created any “new” emails recently. They’ve all been replies.

Apr 11, 2023 6:52 AM in response to Tmsquire

So your philosophy is that you should never take advice from a doctor who hasn’t had the same symptoms that you have.


As I just posted, there is another explanation. Many people believe that it is a good idea to kill apps when you exit them by going to the quick launch screen and swiping up on the app screen image, on the mistaken belief that it will save battery life. In general, this is a very bad idea, but in the case of texts and mail if you swipe up before a message has been sent it will be lost forever, because when you swipe up the app is instantly terminated, before it can save in-progress work to storage. And this is aggravated by the new mail feature that delays sending mail so it can be recalled.

May 31, 2023 6:58 AM in response to Lawrence Finch

Hundreds of people are complaining here about exactly that, including myself. It's great that yours works, but for the hundreds here - representing tens of thousands or more who haven't posted - it's a problem for which they found no intuitive "it just works" solution. Hopefully the Settings Mail "Delay Sending"-OFF solutions will work for them, as many here have reported it does.


May I respectfully suggest that if you don't have the problem, or are in fact solving a problem they don't have, that you let the folks who do have the problem occupy the thread so as to find a quick and really easy solution without undue distraction?


Thanks

Nov 16, 2023 4:53 PM in response to Metro287

I am having the exact same problem with both gmail and yahoo mail on my phone. When I send an email or reply it makes the swoosh and says it’s sent but then it is not in my sent box and does not actually get sent. I have followed up by rewriting and send the email reply or forwarding on the actual web based email site and they go through fine. This is definitely and Apple issue. I am having the same problem with my iPad.

Oct 27, 2022 4:47 AM in response to Metro287

I’m having similar problem on both iPad and iPhone after updating to iOS 16. When I send an email reply, I hear the swoosh but the email never gets sent. It just disappears. Sometimes it shows in my sent inbox, but the original email I’m replying to doesn’t show the arrow on it indicating that I have replied to this email.

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Email not sending on iPhone

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