Hi - I'm having problems with Stunnel 4.05 and Outlook - but not with Mozilla/Thunderbird.

Unfortantely, most of our users use Outlook from Office 2000 and Office XP.

The problem is Outlook can't send email when using SIMAP/SSMTP. If the remote users set their SMTP server to be their ISP, then Outlook doesn't have a problem.

It suggests a sendmail issue except Mozilla/Thunderbird work fine.

How do most people configure stunnel for Outlook?

We're behind a screening router and port 587 - the so-called sendmail "submission" port - is currently closed. All ICMP is administratively disabled for this host at the router.

But sendmail on this particular host is configured for port 587 behind the firewall.

Is there a need to configure stunnel for port 587 too?

We're using

OpenSSL 0.9.7d Sendmail 8.12.10 Stunnel 4.0.5 SPARC Solaris 5.8

Enclosed is the stunnel.conf file.

Under version 3.x roughly year ago things appeared to be working correctly - but we've upgraded both sendmail and SSL since then - and our users where migrating from Outlook Express to Outlook.

Any ideas?

I've added the options

options = DONT_INSERT_EMPTY_FRAGMENTS TIMEOUTbusy = 300 TIMEOUTclose = 60 TIMEOUTidle = 43200

but no help.

Any help would greatly appreciated!

-- Ken