Hotmail having a bad day

Hotmail seems to be having a bad day, responding to a lot of delivery attempts with “554 Transaction failed” responses.
It’s not you, it’s them. They’re aware of the issue.

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Thoughts on Hotmail filtering

One of the new bits of information to come out of the EEC15 deliverability discussions is how Hotmail is looking at engagement differently than other webmail providers.
Many webmail providers really do look at overall engagement with a mail when making delivery decisions. And this really impacts new subscribers the most. If there is a mailing where a lot of subscribers are engaged, then new subscribers will see the mail in their inbox. Based on what was said at the webinar earlier this week engagement has no effect at Hotmail outside of the individual user’s box.
I’ve certainly seen this with clients who’ve tried trimming subscriber lists but that doesn’t really help get mail moved from the Hotmail bulk folder to the inbox.
 
Instead of subscriber lists, Hotmail is really looking at bounces. They’re watching the number of nonexistent accounts senders are mailing to and they’re counting and a sender hits too many bad addresses and that is a major hit to their reputation.
All of this makes remediation at Hotmail challenging. Right now, we can remediate a bad reputation at a lot of ISPs and the filters catch up and mail starts flowing back to the inbox. Hotmail has set up a system that they say is “hard for spammers to game.” This seems to translate into hard for legitimate senders to fix their reputation.
Hotmail is, IMO, the current tough nut in terms of deliverability. Develop a bad reputation there and it’s difficult to fix it. I’m sure it’s possible, though.

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Getting unblocked at Outlook.com

It’s been a crazy week here at M3AAWG. I have a lot of stuff to blog about, but I think one of the really important things to get out is the new unblock request page at Outlook / Hotmail.
https://sender.office.com
Submit your IPs and it will be reviewed.
(Apologies for the repeated bad links. I’m blaming con crud, lack of sleep and MSN/Hotmail/Office/Outlook for having so many domains I can’t keep them straight. I have finally gotten it right and tested it.)

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"Blocked for Bot-like Behavior"

An ESP asked about this error message from Hotmail and what to do about it.
“Bot-like” behaviour usually means the sending server is doing something that bots also do. It’s not always that they’re spamming, often it’s a technical issue. But the technical problems make the sending server look like a bot, so the ISP is not taking any chances and they’re going to stop accepting mail from that server.
If you’re an ESP what should you look for when tracking down what the problem is?
First make sure your server isn’t infected with anything and that you’re not running an open relay or proxy. Second, make sure your customers aren’t compromised or have had their accounts hijacked.
Then start looking at your configuration.
HELO/EHLO values

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