After getting fed up with the Outlook app on windows. I decided to switch to TB. Now i can recieve my mails but can't send. I don't Use VPN and also checked if Windows Firewall is screwing things up. But those are allowed Without the following. Unable to login to server (SMTP) smtp.office365.com with username *****@hotmail.com has failed (Translated from dutch) These are my Settings incoming IMAP server: outlook.office365.com, 993, SSL/TLS, OAuth2 authentication, User Name = *****@hotmail.com outgoing SMTP server: smtp.office365.com, 587, STARTTLS, OAuth2 authentication, User Name = *****@hotmail.com