Thanks for the suggestion Edmund. You're right I should have looked at why IPV6 are failing :-) In the end, I've simply disabled IPV6 on the host and now it resolves smtp.office365.com directly into an IPV4 address. No more delays! Thanks.
Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759cde3d1581a smtp connected address=127.0.0.1 host=localhost Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759cde3d1581a smtp message msgid=06189f2f size=19387 nrcpt=1 proto=ESMTP Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759cde3d1581a smtp envelope evpid=06189f2fd2197f87 from=<ad...@xxxxx.com> to=<ad...@yyyyy.com> Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759cde3d1581a smtp disconnected reason=quit Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta connecting address=smtp+tls://52.98.143.2:587 host=52.98.143.2 Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta connected Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta tls ciphers=TLSv1.3:TLS_AES_256_GCM_SHA384:256 Apr 3 07:12:29 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta server-cert-check result="success" Apr 3 07:12:30 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta delivery evpid=06189f2fd2197f87 from=<ad...@xxxxx.com> to=<ad...@yyyyy.com> rcpt=<-> source="192.168.1.71" relay="52.98.143.2 (52.98.143.2)" delay=1s result="Ok" stat="250 2.0.0 OK < 0upatwfd7rohrpfnfthyr9srzyi0x1ls739hmixp...@xxxxx.com> [Hostname= MEYP282MB1605.AUSP282.PROD.OUTLOOK.COM]" Apr 3 07:12:40 raspberrypi4GB smtpd[106424]: 92d759d08149d869 mta disconnected reason=quit messages=1 On Mon, 3 Apr 2023 at 00:23, Edmund Lodewijks <e.lodewi...@gmail.com> wrote: > Hi! > > Sorry, me again :-) >> >> Is there a way to tell opensmtpd to relay only using IPV4 for mta? […] >> > > You could adapt your match line to only allow sending from your ipv4 > address by adding “from src [your ipv4 address]. This is documented on the > man-page. It’s not a perfect solution, but I think it might help you out. > > E.g.: “match from src [your ipv4 are here] for any relay” > > The reason is that opensmtpd tries first a bunch of IPV6 addresses >> corresponding to smtp.office365.com, all failing, then finally finds an >> IPV4 address that works. See below. >> > > You might want to find out why that is happening. > > Thanks! >> > > I hope this helps! > Edmund > > > P.S.: I apologise for the formatting, sending this from my phone. > > > > > >
