From Address : firstname.lastname@example.org
Server host name : outlook.xxxxxxx.com
ENABLE DEBUG: NO
USE SSL/TLS : False
Password : xxxxxxx
Problem Sending Email
530 5.7.1 client was not authenticated
That means one of two things - you've genuinely put in the wrong username/password combination, or that you're trying to use the server as a mail relay and your account does not have the rights to do that.
First, try "telnet outlook.xxxxxx.com25". If that lets you in, then you know it's the relaying rights. Assuming you do get a prompt, try
This checks it's healthy and responsive, it should say "Hello" back to you
> mail from email@example.com
This will probably give you the same authentication error. You'll need to talk to your exchange admins about it.
Everything below is tested on Ubuntu 17.10. I prefer to use Jira in a docker container because: 1. I can install Jira with a couple of commands. 2. I can start and stop Jira just by starting and s...
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