[Dovecot] Max OS X 10.5 Mail + Dovecot

[Chris Cappuccio]

Well the symptom is that the OS X mail client just times out.  It talks to port 993 on the server for a while, but just shows the user a moving icon.  Eventually it complains the mail server didn't respond.  10.3 and 10.4 work fine, strangely enough.  It times out as it's "checking connection to the mail server."

I did upgrade from dovecot 1.0 to 1.1 without doing much of any config changes on the dovecot side.  But other clients work fine...

Actually I just realized while watching tcpdump that Mail.app is testing port 25 after 993.  So it may be a Postfix SSL failure of some sort.

Chris

Peter Giessel [pgiessel at mac.com] wrote:
> On Friday, December 05, 2008, at 10:45AM, "Chris Cappuccio" <chris at nmedia.net> wrote:
> >People using the new OS X mail client are unable to connect to the unsigned dovecot-mkcert.sh certificate on my Dovecot installations.  Turning off SSL fixes the problem.  Is there any way to make it work automatically, or do I just have to get the certificates signed?  Has anyone figured this one out before?
> 
> I have an unsigned SSL certificate with Dovecot and
> connect fine using OSX.5's Mail.app.  What do you
> mean, "unable to connect"?  Do you really mean
> "unable to connect", or do you mean, "an error
> message comes up every time they try to connect"?
> 
> If its the latter complaint, please see this document:
> http://support.apple.com/kb/TA22383
> 
> I know it says 10.3 Mail, but the steps to follow are
> essentially unchanged between 10.3 and 10.5.