I use Postfix with "sender_dependent_relayhost_maps". Up until yesterday, it had been working flawlessly for years. Now, I am suddenly unable to send mail using "smtp.office365.com". This is the latest log entries for the last attempt.
Dec 8 09:42:30 scorpio postfix/smtp[87448]: Trusted TLS connection established to smtp.office365.com[52.96.58.98]:587: TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits) Dec 8 09:42:30 scorpio postfix/smtp[87448]: 47W8Dj4Q1jz1xx1: SASL authentication failed; cannot authenticate to server smtp.office365.com[52.96.58.98]: invalid parameter supplied Dec 8 09:42:30 scorpio postfix/smtp[87448]: Trusted TLS connection established to smtp.office365.com[52.96.9.178]:587: TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits) Dec 8 09:42:30 scorpio postfix/smtp[87448]: 47W8Dj4Q1jz1xx1: SASL authentication failed; cannot authenticate to server smtp.office365.com[52.96.9.178]: invalid parameter supplied Dec 8 09:42:30 scorpio postfix/smtp[87448]: Trusted TLS connection established to smtp.office365.com[52.96.38.82]:587: TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits) Dec 8 09:42:30 scorpio postfix/smtp[87448]: 47W8Dj4Q1jz1xx1: SASL authentication failed; cannot authenticate to server smtp.office365.com[52.96.38.82]: invalid parameter supplied Dec 8 09:42:31 scorpio postfix/smtp[87448]: Trusted TLS connection established to smtp.office365.com[52.96.62.226]:587: TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits) Dec 8 09:42:31 scorpio postfix/smtp[87448]: 47W8Dj4Q1jz1xx1: to=<[email protected]>, relay=smtp.office365.com[52.96.62.226]:587, delay=1.8, delays=0.14/0.02/1.7/0, dsn=4.7.0, status=deferred (SASL authentication failed; cannot authenticate to server smtp.office365.com[52.96.62.226]: invalid parameter supplied) I am not sure what the "invalid parmameter supplied" refers to. I am using postfix mail_version = 3.5-20191109 on a FreeBSD 11.3 system. Openssl version: OpenSSL 1.1.1d 10 Sep 2019 if it makes any difference. -- Gerard
