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Date: Thu, 18 Jan 2007 10:46:40 -0900
From: "Peter A. Giessel" <pgiessel@mac.com>
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To: David Banning <david+dated+1169579653.7182be@skytracker.ca>
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Cc: questions@freebsd.org
Subject: Re: sendmail problem
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On 2007/01/18 10:14, David Banning seems to have typed:
> I started by getting this error on startup.
> 
> STARTTLS: ServerCertFile missing

Check you /etc/mail/<hostname>.mc file.  You should have something like:
define(`CERT_DIR',`<some path>')dnl
define(`confCACERT_PATH', `CERT_DIR')dnl
define(`confCACERT', `CERT_DIR/<certname>.crt')dnl
define(`confSERVER_CERT', `CERT_DIR/<certname>.crt')dnl
define(`confSERVER_KEY', `CERT_DIR/<keyname>.key')dnl
define(`confCLIENT_CERT', `CERT_DIR/<certname>.crt')dnl
define(`confCLIENT_KEY', `CERT_DIR/l<keyname>.key')dnl
define(`confAUTH_OPTIONS', `A,p,y')dnl
define(`confTLS_SRV_OPTIONS', `V')dnl

You are trying to configure Sendmail with encrypted authentication.
You can't just blindly install sendmail if you are running a mailserver.
Much reading of the sendmail.org manuals is in your future I would say.

The following links helped get me started:
http://www.sendmail.org/~ca/email/auth.html
http://www.freebsd.org/doc/en_US.ISO8859-1/books/handbook/smtp-auth.html
http://www.puresimplicity.net/~hemi/freebsd/sendmail.html