Hello... I ran into a (probably MS) bug with starttls
openssl version # with RedHat fixes OpenSSL 0.9.7a Feb 19 2003 RHEL3 U6 and /openssl version OpenSSL 0.9.8a 11 Oct 2005 when running a client test against a MS exchenge server, s_client -starttls fails. MS exchange wants a HELO before STARTTLS. openssl s_client -bugs -CApath /usr/share/ssl/certs/ca-bundle.crt -port 25 -showcerts -starttls smtp -host ms.exchange.server openssl s_client -debug # will show <snip> 0000 - 53 54 41 52 54 54 4c 53-0d 0a STARTTLS.. read from 08421608 [084000B8] (8192 bytes => 28 (0x1C)) 0000 - 35 30 33 20 35 2e 35 2e-32 20 53 65 6e 64 20 68 503 5.5.2 Send h 0010 - 65 6c 6c 6f 20 66 69 72-73 74 0d 0a ello first.. <snip> The following patch allows the connection to work !!! I AM NOT a C programmer, but I can copy -n paste !!! example only --- openssl-0.9.8a/apps/s_client.c 2005-09-30 16:38:19.000000000 -0700 +++ openssl-0.9.8a.chrismcc/apps/s_client.c 2006-02-02 12:48:13.000000000 -0800 @@ -722,6 +722,8 @@ if (starttls_proto == 1) { BIO_read(sbio,mbuf,BUFSIZZ); + BIO_printf(sbio,"HELO tls.test\r\n"); + BIO_read(sbio,sbuf,BUFSIZZ); BIO_printf(sbio,"STARTTLS\r\n"); BIO_read(sbio,sbuf,BUFSIZZ); } -- Christopher McCrory "The^W One of the guys that keeps the servers running" [EMAIL PROTECTED] http://www.pricegrabber.com Let's face it, there's no Hollow Earth, no robots, and no 'mute rays.' And even if there were, waxed paper is no defense. I tried it. Only tinfoil works. ______________________________________________________________________ OpenSSL Project http://www.openssl.org Development Mailing List openssl-dev@openssl.org Automated List Manager [EMAIL PROTECTED]