Mac mail fails to download or connect on iPhone after beta iOS18

The mail server "Your domain" is not responding. Verify that you have entered the correct account info in Mail settings.

Unable to create a secure connection to the server ("bad certificate format" -9,808).

this is the error message I get ever since updating to the latest beta program. All of a sudden, I cannot get mail on my iPhone using Mac mail.. I deleted the account and reinstalled it and things worked for about five minutes and then defaulted back to this error.

All searches online have pretty much led to a dead end. It appears that this has been a 6 to 8 week problem that Apple is aware of, but has not fixed for some bizarre reason

It’s hard to fathom how many people use an iPhone for business and are missing correspondence unless they log into webmail or get to a computer emailing from the phone can send but very slowly and fail. Downloading any new messages

i’ve tried a couple tricks that I saw online by changing the prefix of the inbox, giving it a slash or a inbox name that didn’t work. I’ve toggled the airplane mode. I’ve rebooted the phone pretty much tried everything and nothing is working. It’s clearly an Apple developer issue that shouldn’t take eight weeks to solve even in a beta

Please help if anyone has fixed this or found a runaround. Let me know. Happy to try it.

Answered by DTS Engineer in 816812022

This question is kinda off topic for DevForums, where the focus is on APIs. You might have better luck asking this question over in the Apple Support Community, run by Apple Support, and specifically in the Business and Education topic area, where you’re more likely to find folks with this sort of experience.

Having said that, I’m hitting this problem with my own personal email server and I’ve been meaning to have a look at this myself. Based on the various bugs filed about this (r. 133164642) I believe that it’s caused by the server not supported a modern TLS version. Certainly, that’s the case with my own personal server. This works:

% openssl s_client -connect …redacted…:993 -quiet          
…
* OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE AUTH=PLAIN AUTH=LOGIN] Dovecot ready.
^C

but this fails:

% openssl s_client -connect …redacted…:993 -quiet -no_tls1
8278036288:error:1400410A:SSL routines:CONNECT_CR_SRVR_HELLO:wrong ssl version:/AppleInternal/Library/BuildRoots/289ffcb4-455d-11ef-953d-e2437461156c/Library/Caches/com.apple.xbs/Sources/libressl/libressl-3.3/ssl/ssl_clnt.c:904:

Share and Enjoy

Quinn “The Eskimo!” @ Developer Technical Support @ Apple
let myEmail = "eskimo" + "1" + "@" + "apple.com"

This question is kinda off topic for DevForums, where the focus is on APIs. You might have better luck asking this question over in the Apple Support Community, run by Apple Support, and specifically in the Business and Education topic area, where you’re more likely to find folks with this sort of experience.

Having said that, I’m hitting this problem with my own personal email server and I’ve been meaning to have a look at this myself. Based on the various bugs filed about this (r. 133164642) I believe that it’s caused by the server not supported a modern TLS version. Certainly, that’s the case with my own personal server. This works:

% openssl s_client -connect …redacted…:993 -quiet          
…
* OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE AUTH=PLAIN AUTH=LOGIN] Dovecot ready.
^C

but this fails:

% openssl s_client -connect …redacted…:993 -quiet -no_tls1
8278036288:error:1400410A:SSL routines:CONNECT_CR_SRVR_HELLO:wrong ssl version:/AppleInternal/Library/BuildRoots/289ffcb4-455d-11ef-953d-e2437461156c/Library/Caches/com.apple.xbs/Sources/libressl/libressl-3.3/ssl/ssl_clnt.c:904:

Share and Enjoy

Quinn “The Eskimo!” @ Developer Technical Support @ Apple
let myEmail = "eskimo" + "1" + "@" + "apple.com"

Mac mail fails to download or connect on iPhone after beta iOS18
 
 
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