finally after sometime I'm able to send. as for balsa I'll have to come back to that issue later on. but for now using alpine as the client and postfix sends like there's no tomorrow!!
cat /var/log/mail.log(gives only the missing cert); postfix/postfix-script[1779]: starting the Postfix mail system postfix/master[1780]: daemon started -- version 2.5.6, configuration /etc/postfix postfix/smtpd[1921]: connect from localhost[127.0.0.1] postfix/smtpd[1921]: E4754AE045: client=localhost[127.0.0.1] postfix/smtpd[1921]: disconnect from localhost[127.0.0.1] postfix/pickup[1797]: 06340AE0E8: uid=1000 from=<justinmatt...@gmail.com> postfix/cleanup[1923]: 06340AE0E8: message-id=<alpine.lnx.2.00.0903212016500.1...@havk> postfix/qmgr[1798]: 06340AE0E8: from=<justinmatt...@gmail.com>, size=643, nrcpt=1 (queue active) postfix/smtp[1926]: certificate verification failed for smtp.gmail.com[209.85.201.111]:587: untrusted issuer /C=ZA/ST=Western Cape/L=Cape Town/O=Thawte Consulting cc/OU=Certification Services Division/CN=Thawte Premium Server CA/emailaddress=premium-ser...@thawte.com Mar 21 20:17:06 unix postfix/smtp[1926]: 06340AE0E8: to=<justinmatt...@gmail.com>, relay=smtp.gmail.com[209.85.201.111]:587, delay=1.9, delays=0.24/0.25/0.81/0.59, dsn=2.0.0, status=sent (250 2.0.0 OK 1237691826 28sm8136232wfd.25) Mar 21 20:17:06 unix postfix/qmgr[1798]: 06340AE0E8: removed regards, -- Justin P. Mattock