Hi ! It was not a openssl problem. The issue was that the default ca-bundle.crt (/etc/pki/tls/certs) used referenced in sendmail.mc was to large for windows xp and vista clients running windows live mail, outlook and outlook express. I didn't have this problem with windows vista. I have made a smaller copy (270KB) of that ca-bundle.crt to be used with sendmail.mc, recompiled it and restarted Sendmail and it works now. thanks Hope this might help someone. Regards David
openssl 1.0.0 issue with sendmail [SOLVED]
David Carvalho (Live mail Windows XP) Mon, 14 Jun 2010 02:02:46 -0700