I tried both Thunderbird and Outlook 2007. SMTP port in both was set to 25.
I experimented with all combinations of SSL/TLS settings available in TB and
Outlook as well.

Thunderbird though displayed the following message (TLS/25):

Sending of message failed. An error occured sending mail: Unable to connect
to SMTP server one.mailexpeditor.com via STARTTLS since it doesn't offer
STARTTLS In EHLO response.

Server's maillog responded with even less information:


Jul  8 15:15:43 one postfix/smtpd[11248]: connect from
host86-171-60-46.range86-171.btcentralplus.com[86.171.60.46]

Jul  8 15:15:43 one postfix/smtpd[11248]: disconnect from
host86-171-60-46.range86-171.btcentralplus.com[86.171.60.46]



I also uncommented smtps and three following lines in master.cf, reloaded
postfix but still no go.


smtps     inet  n       -       n       -       -       smtpd
  -o smtpd_tls_wrappermode=yes
  -o smtpd_sasl_auth_enable=yes
  -o smtpd_client_restrictions=permit_sasl_authenticated,reject


After trying Outlook with SSL/25, server logged:


Jul  8 15:19:00 one postfix/smtpd[11248]: connect from
host86-171-60-46.range86-171.btcentralplus.com[86.171.60.46]
Jul  8 15:19:00 one postfix/smtpd[11248]: lost connection after UNKNOWN from
host86-171-60-46.range86-171.btcentralplus.com[86.171.60.46]
Jul  8 15:19:00 one postfix/smtpd[11248]: disconnect from
host86-171-60-46.range86-171.btcentralplus.com[86.171.60.46]



Many thanks

 George

On Wed, Jul 8, 2009 at 2:52 PM, Brian Evans - Postfix List <
[email protected]> wrote:

> New Old Stk wrote:
> >
> >
> > Sorry Brian, i didn't post the full command I was testing the
> > connection with. Yes, it had -starttls among other things and it did
> > work fine. I was able to connect, AUTH PLAIN generated string (below)
> > and get 235 2.0.0 Authentication successful:
> >
> >     #perl -MMIME::Base64 -e 'print encode_base64("\0username\0password")'
> >     /AHVzZXJuYW1lAlXXXX&YYYYZZZZ/
> >     #openssl s_client -starttls smtp -crlf -connect localhost:25
> >
>
> > 8. If I set mail client to authenticate and use SSL result in log is >
> as follows:
> >
> >
>
> >     Jun 30 16:47:16 one postfix/smtpd[23346]: connect from
> >     host86-165-212-234.range86-165.btcentralplus.com >     <
> http://host86-165-212-234.range86-165.btcentralplus.com>[86.165.212.234]
>
> >     Jun 30 16:47:16 one postfix/smtpd[23346]: lost connection after
> >     UNKNOWN from host86-165-212-234.range86-165.btcentralplus.com
> >     
> > <http://host86-165-212-234.range86-165.btcentralplus.com>[86.165.212.234]
>
> >     Jun 30 16:47:16 one postfix/smtpd[23346]: disconnect from
> >     host86-165-212-234.range86-165.btcentralplus.com >     <
> http://host86-165-212-234.range86-165.btcentralplus.com>[86.165.212.234]
> >
>
>
> Some clients use "SSL" to mean the archaic smtps protocol (most famously 
> Outlook
> and Outlook Express) on port 465.
>
> If you uncomment the smtps line in master.cf, you may see a difference.
>
> Most modern clients, such as Squirelmail and Thunderbird, use STARTTLS
> as one of their options when sending email.
>
> Brian
>
>
>

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