I've done the lot. SPF, not blacklisted, DMARC signed and set to reject.
From what I can tell it's just that small domains are guilty until proven innocent. However it seems at lower volumes you can never send enough email to get past the thresholds they've set so you're forever guilty in their eyes. Very convenient.
I've also signed up to both Microsoft and Google's email tools and neither shows any information because I don't send enough mail while they still keep making my mail as spam. It's getting to the point where I'll probably have to use a 3rd party SMTP rely as the family don't appreciate their mail going to spam while all their friends on GMail go straight to the Inbox.
A nice new addition is Microsoft is flagging any links I include in my message as "suspicious" and giving the users scary warnings. Meanwhile I can see they still take the opportunity to scan and fetch the URL and yet still can't determine it's safe.
Oh yes the scan and fetch on Outlook is magic, especially when you are sent links that can be access once before self destruction. So fun. It was at precious job, forgot if I was able to deactivate it or just had to use another mail.
I think to switch to my own domain mail adress but I think to use Migadu [1] instead or even try to host anything.
Interestingly when I logged into Microsoft's Smart Network Data Services I could also see my VPS provider had claimed the IP block as well so they were clearly invested in making sure spam was under control. But nope, still not enough for Microsoft. At one point the mail was even getting hard 550 refused. I contacted their support who to their credit replied, but to less of their credit gaslit me and claimed there was no blocking occurring despite me pasting them full error message with all their tracking IDs in it. The next day mail was allowed in again but still ends up in spam.
From what I can tell it's just that small domains are guilty until proven innocent. However it seems at lower volumes you can never send enough email to get past the thresholds they've set so you're forever guilty in their eyes. Very convenient.
I've also signed up to both Microsoft and Google's email tools and neither shows any information because I don't send enough mail while they still keep making my mail as spam. It's getting to the point where I'll probably have to use a 3rd party SMTP rely as the family don't appreciate their mail going to spam while all their friends on GMail go straight to the Inbox.
A nice new addition is Microsoft is flagging any links I include in my message as "suspicious" and giving the users scary warnings. Meanwhile I can see they still take the opportunity to scan and fetch the URL and yet still can't determine it's safe.