[stunnel-users] Connect to Outlook.com SMTP with stunnel

Michal Trojnara Michal.Trojnara at mirt.net
Thu Jan 30 17:35:12 CET 2014

On 2014-01-26 14:17, Tenhult Server wrote:
> Hi, i'm trying to send mail with the help of stunnel but i
> get STARTTLS expected, what is wrong with my setup?
> File: stunnel.conf
> [outlook-smtp]
> protocol = smtp
> accept = <>
> connect = smtp-mail.outlook.com:587 <http://smtp-mail.outlook.com:587/>

You want
    client = yes
if you want stunnel to act as an SSL client.

Otherwise it tries to act as an SSL server, and negotiate SSL with your
client instead of smtp-mail.outlook.com.

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