dovecot - Mar 2007 - Outlook client timeouts on sending mail

This may be a sendmail question, but I thought I'd ask here first: I 
set up an Outlook client to use secure IMAP and secure SMTP. When 
sending a message, the client typically times out once or twice and 
presents an error message indicating the server isn't configured for 
secure delivery. With a little persistence, Outlook eventually makes a 
successful connection, and the message goes on its way (2-3 tries).

Any pointers as to where to look for the problem?

Thanks,
Jay

On 20.3.2007, at 9.23, J Moore wrote:
> This may be a sendmail question, but I thought I'd ask here first: I
> set up an Outlook client to use secure IMAP and secure SMTP. When
> sending a message, the client typically times out once or twice and
> presents an error message indicating the server isn't configured for
> secure delivery. With a little persistence, Outlook eventually makes a
> successful connection, and the message goes on its way (2-3 tries).
What Dovecot version?

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