Hi List,

Anyone with advise on this?

Kind regards

On 30 April 2018 at 11:44, Ian Coetzee stunnel-users@iancoetzee.za.net wrote:

Hi List,

I have just joined the stunnel community.

I am in the process of migrating our mailserver's public facing ports to stunnel for PCI compliance reasons.

So far i have managed to get working:

• imap (143/tcp) with starttls
• imaps (993/tcp)
• pop3 (110/tcp) with starttls
• pop3s (995/tcp)

My trouble is with smtp(25/tcp,587/tcp) with starttls.

I have now tried a couple different mail clients and everyone of them tells me that the server does not support the authentication protocols.

I have installed stunnel 5.44. Tee relevant parts in my config:

[mail2-imap] protocol = imap accept = 143 connect = <mail-fqdn>:143

[mail2-imaps] accept = 993 connect = <mail-fqdn>:143

[mail2-pop3] protocol = pop3 accept = 110 connect = <mail-fqdn>:110

[mail2-pop3s] accept = 995 connect = <mail-fqdn>:110

[mail2-smtp] protocol = smtp accept = 25 connect = <mail-fqdn>:25

[mail2-smtps] accept = 465 connect = <mail-fqdn>:465

[mail2-smtps-submission] debug = 7 protocol = smtp accept = 587 connect = <mail-fqdn>:587

In the logfile I have the following entries upon connecting

2018.04.30 09:20:50 LOG7[5]: Service [mail2-smtps-submission] started 2018.04.30 09:20:50 LOG7[5]: Option TCP_NODELAY set on local socket 2018.04.30 09:20:50 LOG5[5]: Service [mail2-smtps-submission] accepted connection from 41.13.8.49:56890 2018.04.30 09:20:50 LOG6[5]: s_connect: connecting 10.10.11.2:587 2018.04.30 09:20:50 LOG7[5]: s_connect: s_poll_wait 10.10.11.2:587: waiting 10 seconds 2018.04.30 09:20:50 LOG5[5]: s_connect: connected 10.10.11.2:587 2018.04.30 09:20:50 LOG5[5]: Service [mail2-smtps-submission] connected remote server from 10.10.11.11:42466 2018.04.30 09:20:50 LOG7[5]: Option TCP_NODELAY set on remote socket 2018.04.30 09:20:50 LOG7[5]: Remote descriptor (FD=23) initialized 2018.04.30 09:20:50 LOG7[5]: RFC 2487 detected 2018.04.30 09:20:50 LOG7[5]: <- 220 <mail-fqdn> ESMTP Postfix 2018.04.30 09:20:50 LOG7[5]: -> 220 <mail-fqdn> stunnel for ESMTP Postfix 2018.04.30 09:20:51 LOG7[5]: <- EHLO [100.125.153.220] 2018.04.30 09:20:51 LOG7[5]: -> 250-<mail-fqdn> 2018.04.30 09:20:51 LOG7[5]: -> 250 STARTTLS 2018.04.30 09:20:51 LOG7[5]: <- STARTTLS 2018.04.30 09:20:51 LOG7[5]: -> 220 Go ahead 2018.04.30 09:20:51 LOG6[5]: Peer certificate not required 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): before/accept initialization 2018.04.30 09:20:51 LOG7[5]: SNI: no virtual services defined 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 read client hello A 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 write server hello A 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 write certificate A 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 write key exchange A 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 write server done A 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 flush data 2018.04.30 09:20:51 LOG7[5]: TLS state (accept): SSLv3 read client certificate A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 read client key exchange A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 read certificate verify A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 read finished A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 write change cipher spec A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 write finished A 2018.04.30 09:20:52 LOG7[5]: TLS state (accept): SSLv3 flush data 2018.04.30 09:20:52 LOG7[5]: New session callback 2018.04.30 09:20:52 LOG7[5]: 2 server accept(s) requested 2018.04.30 09:20:52 LOG7[5]: 2 server accept(s) succeeded 2018.04.30 09:20:52 LOG7[5]: 0 server renegotiation(s) requested 2018.04.30 09:20:52 LOG7[5]: 0 session reuse(s) 2018.04.30 09:20:52 LOG7[5]: 2 internal session cache item(s) 2018.04.30 09:20:52 LOG7[5]: 0 internal session cache fill-up(s) 2018.04.30 09:20:52 LOG7[5]: 0 internal session cache miss(es) 2018.04.30 09:20:52 LOG7[5]: 0 external session cache hit(s) 2018.04.30 09:20:52 LOG7[5]: 0 expired session(s) retrieved 2018.04.30 09:20:52 LOG6[5]: TLS accepted: new session negotiated 2018.04.30 09:20:52 LOG6[5]: No peer certificate received 2018.04.30 09:20:52 LOG6[5]: Negotiated TLSv1.2 ciphersuite ECDHE-RSA-AES128-GCM-SHA256 (128-bit encryption) 2018.04.30 09:20:52 LOG7[5]: Compression: null, expansion: null 2018.04.30 09:20:52 LOG6[5]: Read socket closed (read hangup) 2018.04.30 09:20:52 LOG7[5]: Sending close_notify alert 2018.04.30 09:20:52 LOG7[5]: TLS alert (write): warning: close notify 2018.04.30 09:20:52 LOG6[5]: SSL_shutdown successfully sent close_notify alert 2018.04.30 09:20:52 LOG6[5]: TLS fd: Connection reset by peer (104) 2018.04.30 09:20:52 LOG6[5]: TLS socket closed (SSL_read) 2018.04.30 09:20:52 LOG7[5]: Sent socket write shutdown 2018.04.30 09:20:52 LOG5[5]: Connection closed: 156 byte(s) sent to TLS, 30 byte(s) sent to socket 2018.04.30 09:20:52 LOG7[5]: Remote descriptor (FD=23) closed 2018.04.30 09:20:52 LOG7[5]: Local descriptor (FD=22) closed 2018.04.30 09:20:52 LOG7[5]: Service [mail2-smtps-submission] finished (4 left)

This is the error I am getting from K9-Mail

The google mail app just tells me:

Alpine (linux commandline smtp client)

Any advise from the gurus?

Kind regards Ian