Hotmail marking messages as junk

Posted by Canadaka on Server Fault See other posts from Server Fault or by Canadaka
Published on 2011-03-04T22:18:39Z Indexed on 2011/03/04 23:26 UTC
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I was having problems with emails sent from my server being blocked completely by Hotmail, but I found out Hotmail had blocked my IP and by contacting Hotmail I had the block removed. See this question for more info: Email sent from server with rDNS & SPF being blocked by Hotmail

But now all emails from my server are going directly to recipients "Junk" folder on hotmail and I can't figure out why. Hotmail says "Microsoft SmartScreen marked this message as junk and we'll delete it after ten days."

I tried contacting the same people at Hotmail who had my IP block removed, but I haven't received any reply and its been almost a week.

Here are some details:

  1. I have a valid SPF record for my domain "v=spf1 a include:_spf.google.com ~all"
  2. I have reverse DNS setup
  3. I have a Sender Score of 100 https://www.senderscore.org/lookup.php?lookup=66.199.162.177&ipLookup.x=55&ipLookup.y=14
  4. I have signed up for Microsoft's SNDS and was approved. My ip says "All of the specified IPs have normal status."
  5. Microsoft added my IP to the JMRP Database
  6. My IP is not on any credible spam lists http://www.anti-abuse.org/multi-rbl-check-results/?host=66.199.162.177
  7. my FROM header is being sent in proper format "From: CKA <[email protected]>"

Here is a test email source: example email that was sent directly to junk folder

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