I've been tracking down a problem when trying to use gmail's smtp server for relaying.
We are using debian and post fix.
Errors like the following appear:
certificate verification failed for smtp.gmail.com[74.125.47.109]: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-server@thawte.com
warning: SASL authentication failure: No worthy mechs found
The fix on debian:
