2
Having trouble with mimecast
Question asked by pjeski - 10/13/2022 at 11:11 AM
Unanswered
I've recently started having trouble sending to mimecast servers. What happens is that my server will connect, then nothing else happens, and the connection times out. This will happen for each of the servers listed in the recipient's domain's mx record, six of them, then the message bounces. This does not happen every time, about once a day I can get email delivered to them. What I *think* is happening is that they are stealth blocking me based on the network my IP address is on (belonging to Spectrum) rather than my IP address having ever sent spam or been on a blacklist. I'm not even on APEWS anymore.
Mimecast doesn't like talking to senders, so I am having a lot of trouble getting support from them. They also ask me to email them the .eml files involved, then block the email I try to send them. I've even tried sending from another email account. Before I get my ISP involved, and ask the recipient's IT folks to get involved, I'd like to be sure I'm not missing anything. I've done all the mail testing I still have links for (unlocktheinbox being lo longer).

Has anyone experienced this before with mimecast? If so, how did you resolve it?

(This for SmarterTools) Why does the message not go into retries on an SMTP timeout like it does for SMTP errors? If it did, I imagine my outgoing emails would eventually get through, based on the frequency with which they do when I manually re-send.

Any other input would be appreciated.

Thanks,
Pat

Here's what the log looks like:
11:38:50.331 [23990219] Delivery started for {me} at 11:38:50 AM
11:38:53.346 [23990219] Added to SpamCheckQueue (1 queued; 0/30 processing)
11:38:53.346 [23990219] [SpamCheckQueue] Begin Processing.
11:38:53.346 [23990219] Blocked Sender Checks started.
11:38:53.565 [23990219] Spam Checks started.
11:38:53.565 [23990219] Spam Checks skipped: User authenticated
11:38:53.565 [23990219] Spam Checks completed.
11:38:53.565 [23990219] Removed from SpamCheckQueue (0 queued or processing)
11:38:56.348 [23990219] Added to RemoteDeliveryQueue (1 queued; 0/50 processing)
11:38:56.348 [23990219] [RemoteDeliveryQueue] Begin Processing.
11:38:56.348 [23990219] Sending remote mail from {me}
11:38:56.442 [23990219] MxRecord count: '2' for domain '{recipient domain}'
11:38:56.692 [23990219] Attempting MxRecord Host Name: 'us-smtp-inbound-1.mimecast.com', preference '10', Ip Count: '6'
11:38:56.692 [23990219] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.221'
11:38:56.692 [23990219] Sending remote mail to: {recipient 1}, {recipient 2}
11:38:56.692 [23990219] Initiating connection to 205.139.110.221
11:38:56.692 [23990219] Connecting to 205.139.110.221:25 (Id: 1)
11:38:56.692 [23990219] Binding to local IP {my ip} (Id: 1)
11:38:56.738 [23990219] Connection to 205.139.110.221:25 from {my ip}:60949 succeeded (Id: 1)
11:41:56.751 [23990219] The smtp session has timed out.
11:41:56.751 [23990219] Attempt to ip, '205.139.110.221' success: 'False'
11:41:56.751 [23990219] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.221'
11:41:56.751 [23990219] Sending remote mail to: {recipient 1}, {recipient 2}
11:41:56.751 [23990219] Initiating connection to 207.211.30.221
11:41:56.751 [23990219] Connecting to 207.211.30.221:25 (Id: 2)
11:41:56.751 [23990219] Binding to local IP {my ip} (Id: 2)
11:41:56.798 [23990219] Connection to 207.211.30.221:25 from {my ip}:60952 succeeded (Id: 2)

And that repeats until each IP has been tried and timed out.

3 Replies

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Dave McLelland Replied
We are having the same issue with Mimecast as well and cannot get them to discuss with us either.  One of our clients is very frustrated and understandably so. Our server is hitting 10 IP address, connection succeeds then timeouts 60 seconds later. This has been going on for about a month or so for us.

I feel like this is an issue on Mimecast's end, but since they won't even talk to us, we can't get anywhere. Here is a log of one of ours for reference:

[2022.10.14] 09:51:41.016 [57430820] Delivery started for [REDACTED] at 9:51:41 AM
[2022.10.14] 09:51:44.079 [57430820] Added to SpamCheckQueue (0 queued; 1/30 processing)
[2022.10.14] 09:51:44.079 [57430820] [SpamCheckQueue] Begin Processing.
[2022.10.14] 09:51:44.079 [57430820] Blocked Sender Checks started.
[2022.10.14] 09:51:44.079 [57430820] Spam Checks started.
[2022.10.14] 09:51:44.079 [57430820] Spam Checks skipped: User authenticated
[2022.10.14] 09:51:44.079 [57430820] Spam Checks completed.
[2022.10.14] 09:51:44.079 [57430820] Removed from SpamCheckQueue (0 queued or processing)
[2022.10.14] 09:51:47.094 [57430820] Added to RemoteDeliveryQueue (1 queued; 3/50 processing)
[2022.10.14] 09:51:47.094 [57430820] [RemoteDeliveryQueue] Begin Processing.
[2022.10.14] 09:51:47.094 [57430820] Sending remote mail for [REDACTED]
[2022.10.14] 09:51:47.438 [57430820] MxRecord count: '2' for domain 'dt-law.com'
[2022.10.14] 09:51:47.438 [57430820] Attempting MxRecord Host Name: 'us-smtp-inbound-2.mimecast.com', preference '10', Ip Count: '6'
[2022.10.14] 09:51:47.438 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.242'
[2022.10.14] 09:51:47.438 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:51:47.438 [57430820] Initiating connection to 207.211.30.242
[2022.10.14] 09:51:47.438 [57430820] Connecting to 207.211.30.242:25 (Id: 1)
[2022.10.14] 09:51:47.500 [57430820] Connection to 207.211.30.242:25 from 192.168.3.254:50754 succeeded (Id: 1)
[2022.10.14] 09:52:47.532 [57430820] The smtp session has timed out.
[2022.10.14] 09:52:47.532 [57430820] Attempt to ip, '207.211.30.242' success: 'False'
[2022.10.14] 09:52:47.532 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.141'
[2022.10.14] 09:52:47.532 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:52:47.532 [57430820] Initiating connection to 207.211.30.141
[2022.10.14] 09:52:47.532 [57430820] Connecting to 207.211.30.141:25 (Id: 2)
[2022.10.14] 09:52:47.594 [57430820] Connection to 207.211.30.141:25 from 192.168.3.254:50780 succeeded (Id: 2)
[2022.10.14] 09:53:47.626 [57430820] The smtp session has timed out.
[2022.10.14] 09:53:47.626 [57430820] Attempt to ip, '207.211.30.141' success: 'False'
[2022.10.14] 09:53:47.626 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.242'
[2022.10.14] 09:53:47.626 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:53:47.626 [57430820] Initiating connection to 205.139.110.242
[2022.10.14] 09:53:47.626 [57430820] Connecting to 205.139.110.242:25 (Id: 3)
[2022.10.14] 09:53:47.688 [57430820] Connection to 205.139.110.242:25 from 192.168.3.254:50802 succeeded (Id: 3)
[2022.10.14] 09:54:47.704 [57430820] The smtp session has timed out.
[2022.10.14] 09:54:47.704 [57430820] Attempt to ip, '205.139.110.242' success: 'False'
[2022.10.14] 09:54:47.704 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.141'
[2022.10.14] 09:54:47.704 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:54:47.704 [57430820] Initiating connection to 205.139.110.141
[2022.10.14] 09:54:47.704 [57430820] Connecting to 205.139.110.141:25 (Id: 4)
[2022.10.14] 09:54:47.767 [57430820] Connection to 205.139.110.141:25 from 192.168.3.254:50835 succeeded (Id: 4)
[2022.10.14] 09:55:47.798 [57430820] The smtp session has timed out.
[2022.10.14] 09:55:47.798 [57430820] Attempt to ip, '205.139.110.141' success: 'False'
[2022.10.14] 09:55:47.798 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.221'
[2022.10.14] 09:55:47.798 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:55:47.798 [57430820] Initiating connection to 207.211.30.221
[2022.10.14] 09:55:47.798 [57430820] Connecting to 207.211.30.221:25 (Id: 5)
[2022.10.14] 09:55:47.861 [57430820] Connection to 207.211.30.221:25 from 192.168.3.254:50867 succeeded (Id: 5)
[2022.10.14] 09:56:47.877 [57430820] The smtp session has timed out.
[2022.10.14] 09:56:47.877 [57430820] Attempt to ip, '207.211.30.221' success: 'False'
[2022.10.14] 09:56:47.877 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.221'
[2022.10.14] 09:56:47.877 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:56:47.877 [57430820] Initiating connection to 205.139.110.221
[2022.10.14] 09:56:47.877 [57430820] Connecting to 205.139.110.221:25 (Id: 6)
[2022.10.14] 09:56:47.939 [57430820] Connection to 205.139.110.221:25 from 192.168.3.254:50895 succeeded (Id: 6)
[2022.10.14] 09:57:47.971 [57430820] The smtp session has timed out.
[2022.10.14] 09:57:47.971 [57430820] Attempt to ip, '205.139.110.221' success: 'False'
[2022.10.14] 09:57:47.971 [57430820] Attempting MxRecord Host Name: 'us-smtp-inbound-1.mimecast.com', preference '10', Ip Count: '6'
[2022.10.14] 09:57:47.971 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.242'
[2022.10.14] 09:57:47.971 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:57:47.971 [57430820] Initiating connection to 207.211.30.242
[2022.10.14] 09:57:47.971 [57430820] Connecting to 207.211.30.242:25 (Id: 7)
[2022.10.14] 09:57:48.034 [57430820] Connection to 207.211.30.242:25 from 192.168.3.254:50943 succeeded (Id: 7)
[2022.10.14] 09:58:48.065 [57430820] The smtp session has timed out.
[2022.10.14] 09:58:48.065 [57430820] Attempt to ip, '207.211.30.242' success: 'False'
[2022.10.14] 09:58:48.065 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.221'
[2022.10.14] 09:58:48.065 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:58:48.065 [57430820] Initiating connection to 207.211.30.221
[2022.10.14] 09:58:48.065 [57430820] Connecting to 207.211.30.221:25 (Id: 8)
[2022.10.14] 09:58:48.128 [57430820] Connection to 207.211.30.221:25 from 192.168.3.254:50964 succeeded (Id: 8)
[2022.10.14] 09:59:48.144 [57430820] The smtp session has timed out.
[2022.10.14] 09:59:48.144 [57430820] Attempt to ip, '207.211.30.221' success: 'False'
[2022.10.14] 09:59:48.144 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.221'
[2022.10.14] 09:59:48.144 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 09:59:48.144 [57430820] Initiating connection to 205.139.110.221
[2022.10.14] 09:59:48.144 [57430820] Connecting to 205.139.110.221:25 (Id: 9)
[2022.10.14] 09:59:48.206 [57430820] Connection to 205.139.110.221:25 from 192.168.3.254:50998 succeeded (Id: 9)
[2022.10.14] 10:00:48.238 [57430820] The smtp session has timed out.
[2022.10.14] 10:00:48.238 [57430820] Attempt to ip, '205.139.110.221' success: 'False'
[2022.10.14] 10:00:48.238 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.242'
[2022.10.14] 10:00:48.238 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:00:48.238 [57430820] Initiating connection to 205.139.110.242
[2022.10.14] 10:00:48.238 [57430820] Connecting to 205.139.110.242:25 (Id: 10)
[2022.10.14] 10:00:48.300 [57430820] Connection to 205.139.110.242:25 from 192.168.3.254:51055 succeeded (Id: 10)
[2022.10.14] 10:01:48.316 [57430820] The smtp session has timed out.
[2022.10.14] 10:01:48.316 [57430820] Attempt to ip, '205.139.110.242' success: 'False'
[2022.10.14] 10:01:48.316 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.141'
[2022.10.14] 10:01:48.316 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:01:48.316 [57430820] Initiating connection to 205.139.110.141
[2022.10.14] 10:01:48.316 [57430820] Connecting to 205.139.110.141:25 (Id: 11)
[2022.10.14] 10:01:48.379 [57430820] Connection to 205.139.110.141:25 from 192.168.3.254:51113 succeeded (Id: 11)
[2022.10.14] 10:02:48.395 [57430820] The smtp session has timed out.
[2022.10.14] 10:02:48.395 [57430820] Attempt to ip, '205.139.110.141' success: 'False'
[2022.10.14] 10:02:48.395 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.141'
[2022.10.14] 10:02:48.395 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:02:48.395 [57430820] Initiating connection to 207.211.30.141
[2022.10.14] 10:02:48.395 [57430820] Connecting to 207.211.30.141:25 (Id: 12)
[2022.10.14] 10:02:48.457 [57430820] Connection to 207.211.30.141:25 from 192.168.3.254:51142 succeeded (Id: 12)
[2022.10.14] 10:03:48.473 [57430820] The smtp session has timed out.
[2022.10.14] 10:03:48.473 [57430820] Attempt to ip, '207.211.30.141' success: 'False'
[2022.10.14] 10:03:48.473 [57430820] Removed from RemoteDeliveryQueue (3 queued or processing)
[2022.10.14] 10:18:49.573 [57430820] Added to RemoteDeliveryQueue (1 queued; 3/50 processing)
[2022.10.14] 10:18:49.573 [57430820] [RemoteDeliveryQueue] Begin Processing.
[2022.10.14] 10:18:49.591 [57430820] Sending remote mail for [REDACTED]
[2022.10.14] 10:18:49.823 [57430820] MxRecord count: '2' for domain 'dt-law.com'
[2022.10.14] 10:18:49.823 [57430820] Attempting MxRecord Host Name: 'us-smtp-inbound-1.mimecast.com', preference '10', Ip Count: '6'
[2022.10.14] 10:18:49.823 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.221'
[2022.10.14] 10:18:49.823 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:18:49.823 [57430820] Initiating connection to 205.139.110.221
[2022.10.14] 10:18:49.823 [57430820] Connecting to 205.139.110.221:25 (Id: 1)
[2022.10.14] 10:18:49.885 [57430820] Connection to 205.139.110.221:25 from 192.168.3.254:51645 succeeded (Id: 1)
[2022.10.14] 10:19:49.933 [57430820] The smtp session has timed out.
[2022.10.14] 10:19:49.933 [57430820] Attempt to ip, '205.139.110.221' success: 'False'
[2022.10.14] 10:19:49.933 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.242'
[2022.10.14] 10:19:49.933 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:19:49.933 [57430820] Initiating connection to 207.211.30.242
[2022.10.14] 10:19:49.933 [57430820] Connecting to 207.211.30.242:25 (Id: 2)
[2022.10.14] 10:19:49.995 [57430820] Connection to 207.211.30.242:25 from 192.168.3.254:51675 succeeded (Id: 2)
[2022.10.14] 10:20:50.011 [57430820] The smtp session has timed out.
[2022.10.14] 10:20:50.011 [57430820] Attempt to ip, '207.211.30.242' success: 'False'
[2022.10.14] 10:20:50.011 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.141'
[2022.10.14] 10:20:50.011 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:20:50.011 [57430820] Initiating connection to 207.211.30.141
[2022.10.14] 10:20:50.011 [57430820] Connecting to 207.211.30.141:25 (Id: 3)
[2022.10.14] 10:20:50.074 [57430820] Connection to 207.211.30.141:25 from 192.168.3.254:51716 succeeded (Id: 3)
[2022.10.14] 10:21:50.090 [57430820] The smtp session has timed out.
[2022.10.14] 10:21:50.090 [57430820] Attempt to ip, '207.211.30.141' success: 'False'
[2022.10.14] 10:21:50.090 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.141'
[2022.10.14] 10:21:50.090 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:21:50.090 [57430820] Initiating connection to 205.139.110.141
[2022.10.14] 10:21:50.090 [57430820] Connecting to 205.139.110.141:25 (Id: 4)
[2022.10.14] 10:21:50.152 [57430820] Connection to 205.139.110.141:25 from 192.168.3.254:51742 succeeded (Id: 4)
[2022.10.14] 10:22:50.168 [57430820] The smtp session has timed out.
[2022.10.14] 10:22:50.168 [57430820] Attempt to ip, '205.139.110.141' success: 'False'
[2022.10.14] 10:22:50.168 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '205.139.110.242'
[2022.10.14] 10:22:50.168 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:22:50.168 [57430820] Initiating connection to 205.139.110.242
[2022.10.14] 10:22:50.168 [57430820] Connecting to 205.139.110.242:25 (Id: 5)
[2022.10.14] 10:22:50.231 [57430820] Connection to 205.139.110.242:25 from 192.168.3.254:51765 succeeded (Id: 5)
[2022.10.14] 10:23:50.247 [57430820] The smtp session has timed out.
[2022.10.14] 10:23:50.247 [57430820] Attempt to ip, '205.139.110.242' success: 'False'
[2022.10.14] 10:23:50.247 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-1.mimecast.com' ip: '207.211.30.221'
[2022.10.14] 10:23:50.247 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:23:50.247 [57430820] Initiating connection to 207.211.30.221
[2022.10.14] 10:23:50.247 [57430820] Connecting to 207.211.30.221:25 (Id: 6)
[2022.10.14] 10:23:50.309 [57430820] Connection to 207.211.30.221:25 from 192.168.3.254:51790 succeeded (Id: 6)
[2022.10.14] 10:24:50.341 [57430820] The smtp session has timed out.
[2022.10.14] 10:24:50.341 [57430820] Attempt to ip, '207.211.30.221' success: 'False'
[2022.10.14] 10:24:50.341 [57430820] Attempting MxRecord Host Name: 'us-smtp-inbound-2.mimecast.com', preference '10', Ip Count: '6'
[2022.10.14] 10:24:50.341 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.221'
[2022.10.14] 10:24:50.341 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:24:50.341 [57430820] Initiating connection to 205.139.110.221
[2022.10.14] 10:24:50.341 [57430820] Connecting to 205.139.110.221:25 (Id: 7)
[2022.10.14] 10:24:50.403 [57430820] Connection to 205.139.110.221:25 from 192.168.3.254:51816 succeeded (Id: 7)
[2022.10.14] 10:25:50.419 [57430820] The smtp session has timed out.
[2022.10.14] 10:25:50.419 [57430820] Attempt to ip, '205.139.110.221' success: 'False'
[2022.10.14] 10:25:50.419 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.242'
[2022.10.14] 10:25:50.419 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:25:50.419 [57430820] Initiating connection to 207.211.30.242
[2022.10.14] 10:25:50.419 [57430820] Connecting to 207.211.30.242:25 (Id: 8)
[2022.10.14] 10:25:50.482 [57430820] Connection to 207.211.30.242:25 from 192.168.3.254:51851 succeeded (Id: 8)
[2022.10.14] 10:26:50.498 [57430820] The smtp session has timed out.
[2022.10.14] 10:26:50.498 [57430820] Attempt to ip, '207.211.30.242' success: 'False'
[2022.10.14] 10:26:50.498 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.242'
[2022.10.14] 10:26:50.498 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:26:50.498 [57430820] Initiating connection to 205.139.110.242
[2022.10.14] 10:26:50.498 [57430820] Connecting to 205.139.110.242:25 (Id: 9)
[2022.10.14] 10:26:50.560 [57430820] Connection to 205.139.110.242:25 from 192.168.3.254:51874 succeeded (Id: 9)
[2022.10.14] 10:27:50.576 [57430820] The smtp session has timed out.
[2022.10.14] 10:27:50.576 [57430820] Attempt to ip, '205.139.110.242' success: 'False'
[2022.10.14] 10:27:50.576 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '205.139.110.141'
[2022.10.14] 10:27:50.576 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:27:50.576 [57430820] Initiating connection to 205.139.110.141
[2022.10.14] 10:27:50.576 [57430820] Connecting to 205.139.110.141:25 (Id: 10)
[2022.10.14] 10:27:50.639 [57430820] Connection to 205.139.110.141:25 from 192.168.3.254:51902 succeeded (Id: 10)
[2022.10.14] 10:28:50.655 [57430820] The smtp session has timed out.
[2022.10.14] 10:28:50.655 [57430820] Attempt to ip, '205.139.110.141' success: 'False'
[2022.10.14] 10:28:50.655 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.221'
[2022.10.14] 10:28:50.655 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:28:50.655 [57430820] Initiating connection to 207.211.30.221
[2022.10.14] 10:28:50.655 [57430820] Connecting to 207.211.30.221:25 (Id: 11)
[2022.10.14] 10:28:50.717 [57430820] Connection to 207.211.30.221:25 from 192.168.3.254:51922 succeeded (Id: 11)
[2022.10.14] 10:29:50.765 [57430820] The smtp session has timed out.
[2022.10.14] 10:29:50.765 [57430820] Attempt to ip, '207.211.30.221' success: 'False'
[2022.10.14] 10:29:50.765 [57430820] Attempting to send to MxRecord 'us-smtp-inbound-2.mimecast.com' ip: '207.211.30.141'
[2022.10.14] 10:29:50.765 [57430820] Sending remote mail to: [REDACTED]
[2022.10.14] 10:29:50.765 [57430820] Initiating connection to 207.211.30.141
[2022.10.14] 10:29:50.765 [57430820] Connecting to 207.211.30.141:25 (Id: 12)
[2022.10.14] 10:29:50.827 [57430820] Connection to 207.211.30.141:25 from 192.168.3.254:51951 succeeded (Id: 12)
[2022.10.14] 10:30:50.859 [57430820] The smtp session has timed out.
[2022.10.14] 10:30:50.859 [57430820] Attempt to ip, '207.211.30.141' success: 'False'
[2022.10.14] 10:30:50.859 [57430820] Delivery for [REDACTED] to [REDACTED] has bounced. Reason: Remote host said: 601 Attempted to send the message to the following IPs: 
[2022.10.14] 10:30:50.859 [57430820] DSN email written to 57431401 with status failed to [REDACTED]
[2022.10.14] 10:30:50.859 [57430820] Process delivery status notification step from recipient success. Recipient: [[REDACTED]], Notify: [], LastError: [601 Attempted to send the message to the following IPs: 
[2022.10.14] 10:30:50.859 [57430820] Delivery for [REDACTED] to [REDACTED] has completed (Bounced)
[2022.10.14] 10:30:50.859 [57430820] Removed from RemoteDeliveryQueue (2 queued or processing)
[2022.10.14] 10:30:53.171 [57430820] Removing Spool message: Killed: False, Failed: False, Finished: True
[2022.10.14] 10:30:53.171 [57430820] Delivery finished for [REDACTED] at 10:30:53 AM    [id:57430820]

0
Zach Sylvester Replied
Employee Post
Hey Guys, 

Thanks for reaching out to the community. 
From what it looks like from the logs that have been shared Mimecast is not returning the RSP 220 command back to the mail server for it to start sending data. I would like to look into this more. Regarding your question Pjeski I would like to look into that more. I would think that it should follow the retry intervals with gateways. But I would like to look at your server and see what's going on. You have support so please open a ticket with us so we can take a look. I would also like to see the SMTP log for these sessions and see if maybe there is some more information that we can get from this.    

Kind Regards, 
Zach Sylvester
Technical Support Specialist
SmarterTools Inc.
(877) 357-6278
www.smartertools.com
0
Tony Scholz Replied
Employee Post
Hello Dave, 

I wanted to chime in here and see what you get when you do a telnet to that server from yours? Here is my test, it connects and responds right away from my server. 


If the connection comes back with anything other than a 220 response you may need to get a packet capture ( wireshark ) to see what is going on. 

Thank you 
Tony


Tony Scholz
Technical Support Specialist
SmarterTools Inc.
(877) 357-6278
www.smartertools.com

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