Configuring Postfix to Receive Mail from Outlook Express 6.0 Outlook 2003

2 msg	MASQUERADING FROM BUT NOT TO
3 msg	Probably not a Postfix problem...?
3 msg	Quick question with user/virtual aliases.
4 msg	Sending healty batch emails
5 msg	use of relayhost, relaydomain?
6 msg	naming the mail server
1 msg	Re: statistics by client ip address - SOLVED
3 msg	question marks on permissions/owner

Configuring Postfix to Receive Mail from Outloo...
\ Jason Hirsh (14 Mar 2008)
. \ Mihira Fernando (16 Mar 2008)

3 msg	tcp_table and propose for new lookup table 'pip...
12 msg	About date spoofing
3 msg	Overriding DNS lookups for a specific domain
2 msg	redirecting a single email address/alias (not a...
1 msg	statistics by client ip address
2 msg	sender+ip restrictions
14 msg	postfix-2.5 RPMs available
1 msg	Setting up Postfix on Solaris 10
8 msg	Yet another virtual domain problem - do not lis...
2 msg	getting a user permissions error
2 msg	551 mail refused

Subject:	Configuring Postfix to Receive Mail from Outlook Express 6.0 Outlook 2003
Group:	Postfix-users
From:	Jason Hirsh
Date:	14 Mar 2008

I am not a real experience postfix user but have muddled through

This one has me stuck...

I have a Postfix/Dovecot installation on FreeBsd 6.1

I have TLS/SSL working using pop3/imap and smtp (110/143/25 and 2500)

I believe for outlook i have to enable smtps

I added the following to Master.cf

smtps inet n - n - - smtpd -v
-o smtpd_tls_wrappermode=yes
-o smtpd_sasl_auth_enable=yes

Reloaded postfix

openssl s_client -connect localhost:465

shows normal operation
quote
CONNECTED(00000003)
depth=1 /O=Root CA/OU=http://www.cacert.org/CN=CA Cert Signing
Authority/emailAddress=support
verify error:num=19:self signed certificate in certificate chain
verify return:0
---
Certificate chain
stuff omitted
No client certificate CA names sent
---
SSL handshake has read 3572 bytes and written 340 bytes
---
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA
Server public key is 1024 bit
SSL-Session:
Protocol : TLSv1
Cipher : DHE-RSA-AES256-SHA
Session-ID:
313873011796FC5A5A44E8EDB6CA19482C3CB7329CD0974D95C5A1E5C0BEAA51
Session-ID-ctx:
Master-Key:
Key-Arg : None
Start Time: 1205503050
Timeout : 300 (sec)
Verify return code: 19 (self signed certificate in certificate
chain)
---
220 Hi This is the Ocean Window - BV
end quote

when I telnet externally to 465 I do not get Helo

when I use outlook

I get various error message and error number 0x800CCC79 BUT
my maillog server shows no activity

of interest thunderbird if I check ssl instead of TLS on port 465 has
no problem

/etc/services does reflect smtps 465/tcp and smtps 465/udp

I am no outgoing blocks on port 465 and am not running a firewall on
the server

Anyone have an idea what I messed up???