It's not just you, and it's not just people who are self-hosting. The agressive spam filtering at Gmail/Hotmail is an industry-wide issue and while most of us g

It's not just you, and it's not just people who are self-hosting. The agressive spam filtering at Gmail/Hotmail is an industry-wide issue and while most of us get by, there's no denying that there's a lot of false positives. The Mailop mailing list has a nice note about it on their Best Practices page: > If you want to send mail to recipients who have accounts at big email providers, be aware that all of the above cannot guarantee that these providers won’t reject your mail, put it straight into recipient’s spam folder or just silently discard it - they just impose their own rules on anyone and you virtually can’t do anything about it.