I'm seeing a curious submission failure with the latest macOS Mail.app (Sequoia 15.3.1) and wondering whether others are seeing it also. The submission mechanism is via an stunnel into an SMTP server and stunnel/openssl was also recently upgraded so it may be a server-side issue thus my survey here to help me disambiguate.
A trace of the traffic shows that when Mail.app sends an email with an attachment it fails to send the final "." <CRLF> sequence to terminate the DATA and thus the Submission server discards the email when the socket subsequently closes. When Mail.app sends an email without an attachment, the final "." <CRLF> is presented and of course the Submission server accepts the submission. First question. Is anyone else seeing this? It seems like such a huge regression that Apple could not have possibly made a release with this bug so I'm looking elsewhere. Second question. Do submission servers ever accept a submission if the "." <CRLF> sequence is not presented prior to the socket closing? I can't imagine they do but it might be a rationale for why Mail.app let this behaviour slip thru. Mark. _______________________________________________ mailop mailing list mailop@mailop.org https://list.mailop.org/listinfo/mailop
