I recently moved my my VPS to a home server, Ubuntu 20.04.
I have a fixed IP, and host 3 domains.
Setup the “usual” postfix/dovecot/mysql e.t.c.
This is the 4’th time I’ve done this setup after a server move, but the first 
time I’ve run into anything like this.

DNS is setup with all the necessary records, SPF, DKIM, PTR e.t.c. and passed 
all checks by MXtoolbox.
Receiving mails works fine, so does also sending mail between my domains.
But, I am not able to send email to any destination outside.
SMTP is set to use port 25 for outgoing mail and I can properly telnet to any 
SMTP at port 25.


But, sending to a gmail recipient, I get this in mail.log:

Sep 10 12:21:39 wopr postfix/smtp[25425]: 94E7840E5C: to=<recipi...@gmail.com>, 
relay=gmail-smtp-in.l.google.com[74.125.130.27]:25, delay=0.85, 
delays=0.03/0.04/0.56/0.22, dsn=2.0.0, status=sent (250 2.0.0 
38A5LeYj001108-38A5LeYl001108 Message accepted for delivery)

Which looks fine, except the recipient never get any mail

I get no bounces or anything back after trying sending an email, which makes it 
extremely difficult to find out what’s wrong.

I thought that perhaps there might be something at Google that kills my mail, 
so I tried mail-tester:

Sep  9 18:06:26 wopr postfix/smtp[14687]: D09E540E52: 
to=<test-6y2o9s...@srv1.mail-tester.com>, 
relay=reception.mail-tester.com[94.23.206.89]:25, delay=1.6, 
delays=0.01/0.02/1.2/0.38, dsn=2.0.0, status=sent (250 2.0.0 
389B6QqK013826-389B6QqM013826 Message accepted for delivery)

Mail-tester never receives my mail.

I also tried sending to the echo server: e...@univie.ac.at
Same same, nothing is echoed back.

I’ve also tried to grab the outgoing port 25 traffic with Wireshark, and while 
it’s of course difficult to see exactly what’s going on, as it’s all encrypted 
after the handshake, it looks good to me.


Then, about an hour later, I got this message to postaster@mydomain:

  ----- Transcript of session follows -----
<test-6y2o9s...@srv1.mail-tester.com>... Deferred: Connection timed out with 
reception.mail-tester.com.
Message could not be delivered for 1 hour
Message will be deleted from queue
Reporting-MTA: dns; spamfilter-02.totbroadband.com
Arrival-Date: Sat, 9 Sep 2023 18:06:26 +0700

Original-Recipient: rfc822;test-6y2o9s...@srv1.mail-tester.com
Final-Recipient: RFC822; test-6y2o9s...@srv1.mail-tester.com
Action: failed
Status: 4.4.7
Remote-MTA: DNS; reception.mail-tester.com
Last-Attempt-Date: Sat, 9 Sep 2023 19:17:35 +0700

I have sent 3-4 mails to mail-tester, but this is the ONLY time, I have and any 
response. Actually the ONLY response at all to my 20-30 mails to various 
recipients.
What’s suspicious here is the "Reporting-MTA: dns; 
spamfilter-02.totbroadband.com” line.
TOT is my ISP here, and I cannot fathom how THEY are in some way involved with 
my mail, neither sending or receiving.
I simply sit on their fiber and does not relaying anything through them.

Can someone help me shed light on what’s going on and why my emails are 
“blocked” somewhere down the line.


Thanks!








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