[stunnel-users] Outlook and stunnel

[James Devine]

I'm using stunnel as a reverse proxy.  I have an smtp server smtp1 and an
stunnel server proxy1.  Clients connect to and negotiate ssl on proxy1
which then connects to smtp1 via a plaintext connection.  stunnel does not
reside on the client.  If I connect the client directly to smtp1 via ssl it
works fine.

On Tue, Jun 5, 2012 at 12:20 PM, Pierre DELAAGE <delaage.pierre at free.fr>wrote:

>  Hmmm if you are using stunnel on client side (as suggested by your
> correction) it is that YOU DO NOT WANT TO USE SSL OPTION in OUTLOOK.
>
> because stunnel will act as an "almost transparent' ssl tunnel.
>
> So in outlook : uncheck ssl option and give "localhost" as your smtp
> server.
>
> and adapt local port according to your stunnel conf.
>
> Apart from that : I use stunnel on the server ONLY, with self signed
> certificate coming from openssl,
> and outlook configured as ssl client is working.
> SSLversion = all is always GOOD
>
> works with stunnel 4.20 on linux mandriva 2008, outlook 2007
>
> Pierre
>
>
>
> Le 05/06/2012 20:08, James Devine a écrit :
>
>
> On Tue, Jun 5, 2012 at 10:52 AM, James Devine <fxmulder at gmail.com> wrote:
>
>> I am trying to setup stunnel to ssl proxy mail to an smtp server and this
>> seems to work fine for thunderbird but when I try using outlook 2010 to
>> connect via ssl I get the error:
>>
>>  Send test e-mail message: Your server does not support the connection
>> encryption type you have specified.  Try changing the encryption method.
>>
>>  For sslVersion I have the option of SSLv3 and TLSv1, all and SSLv2 do
>> not seem to work so I'm not sure if that is the problem
>>
>>  Anyone else run in to this or know what I might do to resolve it?
>>
>
> I can get it to work if I setup ssl on the end server directly and bypass
> stunnel
>
>
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>
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>
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