Update On My Fight With Hotmail

Just a quick update on my ongoing struggle with Hotmail (original post HERE).

First a quick recap:

SMTP error from remote mail server after MAIL FROM:<xxx> SIZE=2562: host mx2.hotmail.com [65.54.244.168]: 550 Your e-mail was rejected for policy reasons on this gateway. Reasons for rejection may be related to content with spam-like characteristics or IP/domain reputation problems. If you are not an e-mail/network admin please contact your E-mail/Internet Service Provider for help. For e-mail delivery information, please go to http://postmaster.live.com

And, to be clear: I am not a spammer! Anybody that’s ever read this blog or that knows anything about GrownUpGeek.com knows that I am about as ANTI-Spam as anyone could be. My server has not been compromised, nor has Microsoft ever even claimed that even ONE piece of spam was detected from my server. Even their own “Smart Network Data Services” for email does not show any spam complaints.

In every email that I get from Microsoft, at the bottom is this Read more

It’s ME vs. MICROSOFT - Who Will Win ?

About every 90 days or so, Microsoft decides that GrownUpGeek.com is a spammer, and totally blacklists our IP. I don’t mean they send our mail into the Hotmail “bulk” folders, I mean they totally “blackHole” all of our email - it just goes nowhere.. This time around they are further insulting me by returning all my mail with the following lovenote: “550 Your e-mail was rejected for policy reasons on this gateway” - and I can’t even send email FROM hotmail TO my domain!Each time this happens I go to the Report Hotmail Email Problem page at Microsoft and file a report, they send me an email to do a bunch of tests, then after two or three days they fix their screwup and email starts being delivered again. Never once have they said they’re seeing spam coming from my server, never have they said there is a problem with my SPF or my SenderID file, they just say “sorry for the inconvenience”.

After this happened the second time I replied and complained a bit, and asked why they continued to blacklist my IP. After going back and forth a few times with a very helpful technician, he sent me an email from his HOME email address and indicated that my IP was blacklisted due to other spammers in the neighborhood. That’s right - other servers in my IP-block were sending out floods of spam, so Microsoft decides to blacklist the entire IP range. This is a bit like arresting everybody in an entire apartment complex because the guy down in apt. 3C is selling crack! So Microsoft’s super-sophisticated anti-spam techniques that they boast so much about boils down to finding a spammer then blocking all IP’s anywhere near it. And, if they find they accidentally blocked an innocent webmaster, they are totally clueless on what to do or how to fix it… I hardly think this is what Bill Gates had in mind, and I’m sure he knows nothing of how stupid his little MSN/Hotmail network appears to be..

This time around I again asked what Read more