Today something happened which epitomized this suck. I opened up an email in Microsoft Hotmail. At the top of the email, in red, was the following message: "This message looks very suspicious to our SmartScreen filters, so we've blocked attachments, pictures, and links for your safety."
The title of the email: "TechNet Subscriber News for November".
The sender of the email: email@example.com
Siiiiigh... even their own spam filter thinks they suck.