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

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 = 127.0.0.1:25 <http://127.0.0.1:25/> 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. Mike