The correct answer was in the log file. 

Behind a NAT you have to set login_trusted_networks = internal/24 externalIP



- Troy

On Feb 24, 2012, at 10:11 AM, Dennis Guhl <[email protected]> wrote:

> On Fri, Feb 24, 2012 at 08:55:57AM -0500, Troy Shafer wrote:
>> Hello all.  Im pretty new to dovecot and postfix world. I'm completely 
>> stumped.
>> 
>> OS X 10.7.3, behind a Cisco asa NAT. 
> 
> Deactivate the SMTP improvements your ASA helpfully provide.
> 
> Dennis
> 
> [..]

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