It is a known issue with TLS on debian. On Mon, May 12, 2025 7:10 pm, Eric Broch wrote: > William, > > I set up a debian 12 server today and relayed (although not through the > toaster) mail to my qmailtoaster Rocky 8.10 > > On debian 12 > > #Â echo "Test Email" | sendmail -f [email protected]Â -v > [email protected] > > [email protected]... Connecting to [127.0.0.1] via > relay... > 220 debian.mydomain.com ESMTP Sendmail > 8.17.1.9/8.17.1.9/Debian-2+deb12u2; Mon, 12 May 2025 18:17:36 -0600; (No > UCE/UBE) logging access from: localhost(OK)-localhost [127.0.0.1] > >>> EHLO debian.mydomain.com > 250-debian.mydomain.com Hello localhost [127.0.0.1], pleased to meet you > 250-ENHANCEDSTATUSCODES > 250-PIPELINING > 250-EXPN > 250-VERB > 250-8BITMIME > 250-SIZE > 250-DSN > 250-ETRN > 250-AUTH DIGEST-MD5 CRAM-MD5 > 250-DELIVERBY > 250 HELP > >>> VERB > 250 2.0.0 Verbose mode > >>> MAIL From:<[email protected]> SIZE=11 [email protected] > 250 2.1.0 <[email protected]>... Sender ok > >>> RCPT To:<[email protected]> > >>> DATA > 250 2.1.5 <[email protected]>... Recipient ok > 354 End data with <CR><LF>.<CR><LF> > >>> . > 050 <[email protected]>... Connecting to > mail.qmailserver.com. via esmtp... > 050 220 mail.qmailserver.com ESMTP > 050 >>> EHLO debian.mydomain.com > 050 250-mail.qmailserver.com > 050 250-STARTTLS > 050 250-PIPELINING > 050 250-8BITMIME > 050 250 SIZE 400971520 > 050 >>> STARTTLS > 050 220 Proceed. > 050 >>> EHLO debian.mydomain.com > 050 250-mail.qmailserver.com > 050 250-PIPELINING > 050 250-8BITMIME > 050 250 SIZE 400971520 > 050 >>> MAIL From:<[email protected]> SIZE=311 > 050 250 ok > 050 >>> RCPT To:<[email protected]> > 050 >>> DATA > 050 250 ok > 050 354 go ahead > 050 >>> . > 050 250 ok 1747095458 qp 2108981 > 050 <[email protected]>... Sent (ok 1747095458 qp > 2108981) > 250 2.0.0 54D0Ha06003873 Message accepted for delivery > [email protected]... Sent (54D0Ha06003873 Message > accepted for delivery) > Closing connection to [127.0.0.1] > >>> QUIT > 221 2.0.0 debian.mydomain.com closing connection > > On the mail.qmailserver.com in /var/log/maillog (spamdyke) > > May 12 20:04:54 mail spamdyke[2125019]: [6th call]:ALLOWED from: > [email protected] to:Â [email protected] > origin_ip: 192.168.x.xxx origin_rdns: (unknown) auth: (unknown) > encryption: TLS reason: 250_ok_1747101894_qp_2125021 > > > What version of qmailtoaster are you running? spamdyke version? OS? > > Eric > > > On 5/12/2025 7:36 AM, William Silverstein wrote: >> The debian server is not a qmail server. The server being connected to >> as >> the smart host is the qmail server. >> >> >> On Mon, May 12, 2025 5:30 am, Eric Broch wrote: >>> Is this a qmail server? >>> >>> On 5/11/2025 4:54 AM, William Silverstein wrote: >>>> I have a sendmail with smarthost to relay through my qmail server. >>>> >>>> On a new debian server (Debian GNU/Linux 12 (bookworm), the relay >>>> fails. >>>> When I try: "echo "Test Email" | sendmail -v XXXX@XXXX" >>>> >>>> I get (after giving me the expected interaction with my mail server): >>>> >>>> 050 220 ready for tls >>>> 050 <XXX@sXXXX>... Deferred: 454 4.7.0 TLS handshake failed. >>>> 250 2.0.0 54BAL6Kv004394 Message accepted for delivery >>>> XXX@XXXXX... Sent (54BAL6Kv004394 Message accepted for delivery) >>>> >>>> >>>> Any ideas? Thanks. >>>> >>> --------------------------------------------------------------------- >>> To unsubscribe, e-mail: [email protected] >>> For additional commands, e-mail: >>> [email protected] >>> >>> >> > > --------------------------------------------------------------------- > To unsubscribe, e-mail: [email protected] > For additional commands, e-mail: [email protected] > >
-- William G. Silverstein, Esq. 8383 Wilshire Blvd. Suite 630. Beverly Hills, CA 90211 --------------------------------------------------------------------- To unsubscribe, e-mail: [email protected] For additional commands, e-mail: [email protected]
