
Hello Jacco,
Thanks for posting your question in Microsoft Q&A.
I can see you've already done a thorough job of troubleshooting this. The settings you've listed are exactly what used to be the correct procedure, so I completely understand the frustration when it still doesn't work.
The issue you're running into, unfortunately, isn't a problem with your settings, but rather a result of a major security upgrade Microsoft has been rolling out to all personal accounts, including those in a Microsoft 365 Family subscription.
To better protect accounts, Microsoft is actively blocking older, less secure sign-in methods often called "Basic Authentication." This is the simple username-and-password method that nearly all home printers, cameras, and similar devices use to send email. Even an app password, which was the old workaround for two-factor authentication, no longer works if the underlying Basic Authentication protocol is disabled.
In other words, for most home printers and devices that don't support modern, app-based sign-ins (called OAuth 2.0), sending email directly through a Microsoft 365 Family account is unfortunately no longer reliably possible. It's not a mistake you're making; it's a deliberate security policy change from Microsoft.
However, you definitely still have good options to get your "scan to email" feature working.
You would need to find your provider's SMTP settings (a quick search for "Comcast SMTP settings," for example) and enter those into your printer's configuration instead.
Or you could create a free Gmail account just for your devices, enable two-factor authentication on it, and then create a unique app password for your printer. You'd then use Google's SMTP settings (smtp.gmail.com, port 587) in your printer setup.
Please let me know if you need further assistance.
Best regards,
Alex | Microsoft Q&A Support Specialist