dovecot - Aug 2017 - Certificate cache on iOS with sending mail

On Thu, 10 Aug 2017, Larry Rosenman wrote:
> Which mail client on iOS?
Sorry, maybe not iOS, but definitely MacOSX Mail app.

Joseph Tam <jtam.home at gmail.com>

macOS mail for sure, latest OS.
I know it's not a dovecot issue, but I can't be sure as this all started
after I changed my dovecot cert. Does smtps using saslauthd through dovecot not
have anything to do with it? (But tls in main.cf uses different certs.

Anyway the bizarre thing is that my MacBook still happily sends and receives
mail. I noticed an additional error today though, SSL_accept error. This seems
to coincide with the -1 error, it only reads a few bytes.

Something went wrong and I don't know how to fix it. I deleted the accounts,
but it doesn't even verify it anymore. Dovecot works fine, but no more
sending mail. All because I changed the dovecot cert seemingly.

So yes I think it's a local issue, and something is stuck in limbo. but no
clue on how to fix it. The iPhone mysteriously started working again this
afternoon.

Sent from my iPhone
> On 10 Aug 2017, at 23:25, Joseph Tam <jtam.home at gmail.com> wrote:
> 
> 
>> On Thu, 10 Aug 2017, Larry Rosenman wrote:
>> 
>> Which mail client on iOS?
> 
> Sorry, maybe not iOS, but definitely MacOSX Mail app.
> 
> Joseph Tam <jtam.home at gmail.com>

I deleted the certificate already, but I think it only uses that for
imap/dovecot. I don't think it actually stores one for smtps (or am I not
talking sense here).

Sent from my iPhone
> On 10 Aug 2017, at 23:25, Joseph Tam <jtam.home at gmail.com> wrote:
> 
> 
>> On Thu, 10 Aug 2017, Larry Rosenman wrote:
>> 
>> Which mail client on iOS?
> 
> Sorry, maybe not iOS, but definitely MacOSX Mail app.
> 
> Joseph Tam <jtam.home at gmail.com>

And iPhone just sits there for a long time, "sending". Sometimes it
goes through sometimes it doesn't.

It's super weird but it has to do with SSL_accept and not reading the
message fully.

I might restore my old certs see if that solves it. I'll try some other
clients and ip addresses as well, outlook or something.

Sent from my iPhone
> On 11 Aug 2017, at 00:08, Alef Veld <alefveld at outlook.com> wrote:
> 
> I deleted the certificate already, but I think it only uses that for
imap/dovecot. I don't think it actually stores one for smtps (or am I not
talking sense here).
> 
> Sent from my iPhone
> 
>> On 10 Aug 2017, at 23:25, Joseph Tam <jtam.home at gmail.com>
wrote:
>> 
>> 
>>> On Thu, 10 Aug 2017, Larry Rosenman wrote:
>>> 
>>> Which mail client on iOS?
>> 
>> Sorry, maybe not iOS, but definitely MacOSX Mail app.
>> 
>> Joseph Tam <jtam.home at gmail.com>

Sent from my iPhone
> On 14 Aug 2017, at 13:03, Alef Veld <alefveld at outlook.com> wrote:
> 
> Hey Mike.
> The iPhone and MacBook started working, but the two remaining iMacs still
have problems. It's really weird. But if the first 2 are working it MUST be
something local right?
> 
> I removed the servers and re-added but no go. Maybe I'll need to remove
the plist files. I'm just desperate as I have clients that are working.
> 
> Sent from my iPhone
> 
>> On 14 Aug 2017, at 07:48, Mike Bobkiewicz <netadmin at
heinatz.hamburg> wrote:
>> 
>> Hi Alef,
>> 
>> most of the times the problem is with Apple?s Mail apps: best bet is to
delete the smtp servers on both Mac and iOS and add them again. I?ve spend quite
some time figuring out what might be wrong with serveral mail servers but
sometimes the Mail apps just kill their prefs.
>> 
>> If you?re still searching the certs on the Mac side: They?re stored in
the key chain.
>> 
>> Hope that helps,
>> 
>> Mike
>> 
>> 
>>> Am 11.08.2017 um 01:15 schrieb Alef Veld:
>>> And iPhone just sits there for a long time, "sending".
Sometimes it goes through sometimes it doesn't.
>>> 
>>> It's super weird but it has to do with SSL_accept and not
reading the message fully.
>>> 
>>> I might restore my old certs see if that solves it. I'll try
some other clients and ip addresses as well, outlook or something.
>>> 
>>> Sent from my iPhone
>>> 
>>>> On 11 Aug 2017, at 00:08, Alef Veld <alefveld at
outlook.com> wrote:
>>>> 
>>>> I deleted the certificate already, but I think it only uses
that for imap/dovecot. I don't think it actually stores one for smtps (or am
I not talking sense here).
>>>> 
>>>> Sent from my iPhone
>>>> 
>>>>> On 10 Aug 2017, at 23:25, Joseph Tam <jtam.home at
gmail.com> wrote:
>>>>> 
>>>>> 
>>>>>> On Thu, 10 Aug 2017, Larry Rosenman wrote:
>>>>>> 
>>>>>> Which mail client on iOS?
>>>>> Sorry, maybe not iOS, but definitely MacOSX Mail app.
>>>>> 
>>>>> Joseph Tam <jtam.home at gmail.com>
>> 
>> -- 
>> Mit freundlichen Gr??en
>> 
>> Mike Bobkiewicz
>> Heinatz GmbH
>> 
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>> 
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>> 
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>> 
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>> 
>>