Hello Matt,

Looking at the error messages you encounter:

 - 554 Response code from the target server.

554 error code means that the receiving server sees something in the
>From or To Headers of the message, that it doesn't like. This can be
caused by a spam filter identifying your machine as a relay, or as a
machine not trusted to send emails from your domain.

 - 550 Response code from the target server.

The SMTP error code 550 means that the recipient of the email could not
be reached. This code can come up for many reasons, including an
incorrect email address. The 550 error "Relay Denied" means that the
SMTP server did not recognize you as a valid sender.

Coming from here:

 - Are you the one sending emails from securemessag...@quantrax.com ?
 - Have you been correctly doing the SMTP sending configuration?
(reverse DNS, DKIM, SPF)?

Then, your configuration is likely configured to perform 24 retires.

After a reboot, do the Mail name (here
Mail1589376585109-317cd0b6-3039-4ffd-95bf-329d1853537c-to-icloud.com,
Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net)
are the same?

Best regard,

Benoit

On 29/05/2020 19:11, Matt Pryor wrote:
> Thanks Benoid.
> Meanwhile, with regards to my other issue, having applied the log4j changes
> suggested by David Matthews, I can see that after a period of time the
> MailDelivrer stops running:
> 
> DEBUG 11:34:43,410 |
> org.apache.james.transport.mailets.remote.delivery.MailDelivrer | Exception
> delivering message
> (Mail1589376585109-317cd0b6-3039-4ffd-95bf-329d1853537c-to-icloud.com) -
> Could not connect to SMTP host: 17.57.154.6, port: 25, response: 550
> DEBUG 11:34:43,410 |
> org.apache.james.transport.mailets.remote.delivery.MailDelivrer | Temporary
> exception delivering mail
> (Mail1589376585109-317cd0b6-3039-4ffd-95bf-329d1853537c-to-icloud.com):
> DEBUG 11:34:43,410 |
> org.apache.james.transport.mailets.remote.delivery.DeliveryRunnable |
> Storing message
> Mail1589376585109-317cd0b6-3039-4ffd-95bf-329d1853537c-to-icloud.com into
> outgoing after 24 retries
> DEBUG 11:34:43,426 |
> org.apache.james.transport.mailets.remote.delivery.DeliveryRunnable | will
> process mail
> Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net
> DEBUG 11:34:43,426 |
> org.apache.james.transport.mailets.remote.delivery.MailDelivrerToHost |
> Attempting delivery of
> Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net to
> host mx1.comcast.net. at 96.114.157.80 from securemessag...@quantrax.com
> DEBUG 11:34:43,535 |
> org.apache.james.transport.mailets.remote.delivery.MailDelivrer | Exception
> delivering message
> (Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net) -
> Could not connect to SMTP host: 96.114.157.80, port: 25, response: 554
> DEBUG 11:34:43,535 |
> org.apache.james.transport.mailets.remote.delivery.MailDelivrer | Temporary
> exception delivering mail
> (Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net):
> DEBUG 11:34:43,535 |
> org.apache.james.transport.mailets.remote.delivery.DeliveryRunnable |
> Storing message
> Mail1589376705624-d644f995-3323-40b0-a2da-db544fc91e69-to-comcast.net into
> outgoing after 24 retries
> 
> 11:34 is the last line referencing that class, now 40 minutes later. I
> don't know how to tell if the thread is still alive or if it's stuck doing
> something. After a restart of the service it picks up again for a while
> before stopping again.
> 
> Any clues?
> 
> Thanks
> Matt
> 
> 
> 
> 
> 
> 
> 
> 
> On Fri, 29 May 2020 at 03:26, Tellier Benoit <btell...@apache.org> wrote:
> 
>> Hello Matt,
>>
>> On 28/05/2020 17:47, Matt Pryor wrote:
>>> [...]
>>> Is there a compiled
>>> jar I could download with the fix or will I have to build it all myself
>>> from source?
>>
>> If you are patient (~2 weeks) I can include this log enhancement in
>> upcoming 3.5.0 release.
>>
>> Otherwise, you will have to compile it.
>>
>> Regards,
>>
>> Benoit
>>
>>>
>>> Matt
>>>
>>>
>>> On Thu, 28 May 2020 at 04:01, Tellier Benoit <btell...@apache.org>
>> wrote:
>>>
>>>>
>>>>
>>>> On 27/05/2020 20:03, Matt Pryor wrote:
>>>>> Hi there
>>>>>
>>>>> I am seeing this a lot in our wrapper log, we are using James 3.4.0.
>>>>>
>>>>> 0/05/27 12:50:43 | WARN  12:50:43,694 |
>>>>> org.apache.james.queue.activemq.ActiveMQMailQueueItem | Unable to
>> delete
>>>>> blob message file for mail
>>>>> Mail1590076890427-f333aa04-fd52-4fff-8538-de51963d52b7-to-gmail.com
>>>>> INFO   | jvm 1    | 202
>>>>>
>>>>> It seems to continue to attempt to send the email as also getting
>>>> recurring
>>>>> DNS errors for invalid domains.
>>>>>
>>>>> Any suggestions on how to solve this?
>>>>>
>>>>
>>>> I opened https://issues.apache.org/jira/browse/JAMES-3195 related to
>>>> your issue.
>>>>
>>>> The first thing is that the stacktrace is lost, thus we miss this
>>>> valuable debugging information.
>>>>
>>>> https://github.com/linagora/james-project/pull/3401 is an attempt to
>>>> solve it.
>>>>
>>>> Now what could happen:
>>>>
>>>>  - The URL attached to your messages is malformed
>>>>  - The given files do not exist, are already deleted.
>>>>
>>>> From there:
>>>>
>>>>  - Do you notice some functional problems? (are some mails dropped)
>>>>  - What is the file usage of the mailqueue in /var ? (du -h -d 2
>>>> $james/var ?)
>>>>
>>>> Best regards,
>>>>
>>>> Benoit
>>>>
>>>>
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>>>>
>>>
>>
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