Won't send any kind of PDF files

1

My setup is don as following:
Operating system: OSX 10.11.3
Sofware versin: 16.2.9
email adress: my outlook email
Use custom SMTP server: Yes
Host: smtp-mail.outlook.com
Port: 587
Use SSL: Yes
SMTP Authentication: Yes
User name: my outlook email
Password: my outlook password

Every time i try to send PDF’s via mail it tells me “Message could not be sent.”
Is there any way to fix this?

2

And when you turn off custom SMTP option, will it send?

3

That was just that simpel of a trick and it worked perfectly.

I have been trying to get it to work for days now…

Thanks for the help.

4

You should still try to get custom SMTP option working. Have you tried to use the same SMTP settings in some other email client such as Thunderbird or similar?

5

I have testet and used the setup on the same machine in microsoft office outlook 2016 and there it’s working…