Hello Janosch Rixius
Welcome to Microsoft Community.
I understand that you encountered the error '555 5.5.4 Unsupported option: SMTPUTF8' when sending emails.
In order to better understand your problem, I would like to get some more detailed information from you:
- Which email providers are your sender and recipient from? Do they support the use of SMTPUTF8 for email names in email interactions?
- Try to send emails from your email provider's web page to check whether it can be sent normally, so as to locate whether the problem occurs in the account itself or in the software.
- Are your other emails sent normally? Is it only a special contact email that is sent abnormally?
- According to the search, SMTPUTF8 often indicates that UTF-8 encoding is allowed in the email name and header fields. Does the email address in the email contain special unrecognizable characters? Some characters look roughly the same, such as full-width and half-width, try to manually re-enter the recipient's email address and then send it.
Looking forward to your follow-up reply, thank you for your understanding and support.
Sincere greetings
Forry.F - MSFT | Microsoft Community Support Specialist