Dear all,

I am aware that this is most probably a silly oversight on my part but I
would really appreciate gentle guidance to the right direction to overcome
this impasse. I truly appreciate your time.

I rented a VPS, installed OpenBSD 6.7 and set up a mail server as described
here
<https://poolp.org/posts/2019-09-14/setting-up-a-mail-server-with-opensmtpd-dovecot-and-rspamd/>.
I double and triple checked all the settings, including MX records, reverse
DNS, etc. and confirmed everything is resolving. Here is my redacted
smtpd.conf:

--------
pki mail.name.com cert "/etc/ssl/mail.name.com.fullchain.pem"
pki mail.name.com key "/etc/ssl/private/mail.name.com.key"

filter check_dyndns phase connect match rdns regex { '.*\.dyn\..*',
'.*\.dsl\..*' } junk

filter check_rdns phase connect match !rdns junk

filter check_fcrdns phase connect match !fcrdns junk

filter senderscore \
    proc-exec "filter-senderscore -junkBelow 70 -slowFactor 5000"

filter rspamd proc-exec "filter-rspamd"


table aliases file:/etc/mail/aliases

listen on all tls pki mail.kumru.club \
    filter { check_dyndns, check_rdns, check_fcrdns, senderscore, rspamd }

listen on all port submission tls-require pki mail.name.com auth filter
rspamd

action "local_mail" maildir junk alias <aliases>
action "outbound" relay helo mail.name.com

match from any for domain "name.com" action "local_mail"
match for local action "local_mail"

match from any auth for any action "outbound"
match for any action "outbound"
-----------------------

There is no problem in sending email from within the VPS. Unfortunately
every time I try to send an email from my local computer and try to use the
smtpd server in VPS as a relay, I get a "550 Invalid recipient: <
recipi...@gmail.com>"error.

Here is the output of `doas smtpd -d -T lookup` (redacted):

------------------------
info: OpenSMTPD 6.7.0 starting
24875097a9b2d457 smtp connected address=111.11.1.111 host=
111-11-1-111.client.something.com
lookup: match "111-11-1-111.client.something.com" as REGEX in table
static:<dynamic:0> -> false
24875097a9b2d457 smtp tls ciphers=TLSv1.2:ECDHE-RSA-AES256-GCM-SHA384:256
lookup: match "111.11.1.111" as NETADDR in table static:<anyhost> -> true
lookup: match "gmail.com" as DOMAIN in table static:<dynamic:1> -> false
lookup: match "111.11.1.111" as NETADDR in table static:<localhost> -> false
lookup: match "111.11.1.111" as NETADDR in table static:<anyhost> -> true
lookup: match "gmail.com" as DOMAIN in table static:<anydestination> -> true
lookup: match "111.11.1.111" as NETADDR in table static:<localhost> -> false
24875097a9b2d457 smtp failed-command command="RCPT TO:<recipi...@gmail.com>"
result="550 Invalid recipient: <recipi...@gmail.com>"
24875097a9b2d457 smtp disconnected reason=disconnect
------------------------

It appears to my untrained and careless eyes that the sender/recipient
combination fits to the "outbound" ruleset and therefore should be relayed
to gmail's smtp; however, it is clearly not the case. I will truly
appreciate any pointers to solve this issue.

Regards,

Hakan Duran

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