Hi,

Sending 400K mailings with Exim, hats off! 
With large mailings you will always see some messages failing due to various 
reasons. Even with more powerful MTAs. 
I would expect that the 1000 mails are left in the queue due to the to 454 … 
over quota replies from Gmail. 
Are they all connection errors? Then I would suspect a problem on your side. An 
SMTP trace could help to diagnose the issue.

Maarten,
Postmastery

> On 2 Dec 2021, at 13:50, Andrew Hearn via mailop <[email protected]> wrote:
> 
> Hello,
> 
> We're a UK ISP, and relay email for our customers as well as send our 
> customers emails such as invoices.
> 
> We currently have about 1,000 emails queued for google accounts and these are 
> failing with a timeout, eg from exim:
> 
> 2021-12-02 11:48:05 1msize-005feQ-DI H=gmail-smtp-in.l.google.com 
> [142.250.13.26] TLS error on connection (send): The TLS connection was 
> non-properly terminated.
> 
> 2021-12-02 11:48:05 1msize-005feQ-DI H=gmail-smtp-in.l.google.com 
> [142.250.13.26]: SMTP timeout after sending data block (525043 bytes 
> written): Connection timed out
> 
> Based on past experience, eventually, the emails may will through.
> 
> This is also intermittent, as sending to my own gmail address tends to get 
> through eventually, though they do still time out once or twice before 
> eventually getting through.
> 
> Generally these emails do show as SPF/DKIM/DMARC PASS in gmail.
> 
> This report is rather vague, but we do have further examples, logs, pcaps.
> 
> Is someone from google on this list able to help investigate this problem 
> with us please? I can pass examples and pcaps privately.
> 
> Thanks!
> 
> Andrew, AS20712 aa.net.uk
> 
> 
> 
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