[stunnel-users] Stunnel Testing

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[stunnel-users] Stunnel Testing

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09-29-2007

Robert Lambrecht

Posts: n/a

[stunnel-users] Stunnel Testing

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I am using a command line mailer (BLAT) from a batch file to notify me when
errors occur. My ISP requires SSL however still allows non-SSL traffic on
Port 25 as well.

Here is my scenario:

I use BLAT to send an SMTP message on Port 25 to my ISP. This works but I
must send my userid and password which I don't want to do.

I then use Stunnel with the following config:

[smtps]

accept = 25

connect = smtp.isp.domain.net:465

Port 465 is the SSL port for my ISP.

I run Stunnel as a service in Vista.

I then have BLAT send an SMTP message on Port 25 to my ISP. This works.

My question is, everything seems to work but how can I test this?

I'm trying to figure out if it really worked (I sent the message with SSL to
port 465) or I am still just sending a message on Port 25. Since both of
these cases work, it is hard for me to tell.

I've tried to telnet to these ports; however, since I basically have to
specify port 25 in either case for the test, I'm not sure that I am
successful.

Any thoughts on how to make sure my messages are going through SSL?

Bob

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<body lang=3DEN-US link=3Dblue vlink=3Dpurple>

<div class=3DSection1>

I am using a command line mailer (BLAT) from a =
batch file to
notify me when errors occur.  My ISP requires SSL however still =
allows non-SSL
traffic on Port 25 as well.<o:p></o:p>

<o:p> </o:p>

Here is my scenario:<o:p></o:p>

I use BLAT to send an SMTP message on Port 25 to my
ISP.  This works but I must send my userid and password which I =
don’t
want to do.<o:p></o:p>

<o:p> </o:p>

I then use Stunnel with the following =
config:<o:p></o:p>

<o:p> </o:p>

[smtps]<o:p></o:p>

accept
=3D 25<o:p></o:p>

connect
=3D smtp.isp.domain.net:465<o:p></o:p>

<o:p> </o:p>

Port
465 is the SSL port for my ISP.<o:p></o:p>

<o:p> </o:p>

I run Stunnel as a service in Vista.<o:p></o:p>

I then have BLAT send an SMTP message on Port 25 to =
my
ISP.  This works.<o:p></o:p>

<o:p> </o:p>

My question is, everything seems to work but how =
can I test
this?<o:p></o:p>

<o:p> </o:p>

I’m trying to figure out if it really worked =
(I sent
the message with SSL to port 465) or I am still just sending a message =
on Port
25.  Since both of these cases work, it is hard for me to =
tell.<o:p></o:p>

<o:p> </o:p>

I’ve tried to telnet to these ports; however, =
since I
basically have to specify port 25 in either case for the test, I’m =
not
sure that I am successful.<o:p></o:p>

<o:p> </o:p>

Any thoughts on how to make sure my messages are =
going
through SSL?<o:p></o:p>

<o:p> </o:p>

Bob <o:p></o:p>

</div>

</body>

</html>

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