Originally Posted by jjw
Why is it that I have to rebuild the certificates *after* the install process after a fresh os/ispcoinfig install? I always get the 8182 error (except one time).
Because you enter invalid information when you create the certificates the first time. Accept the default values. The most common error is this: when you're asked for the "common name (e.g., your name)", this doesn't mean your personal name, but your domain name (e.g. example.com).
I'm hanging on SMTP AUTH it seems.
mynetworks = 127.0.0.0/8
to /etc/postfix/main.cf and restart Postfix. Then try to send a mail over that server with your email client (without SSL, but with "Server requires authentication." enabled).