We (https://sjdm.org) had a different problem with Hotmail, but it might be related. We are a nonprofit society with a couple of mailing lists, one of which has over 4000 members from around the world. When we moved to Linode (from my office desktop), we had many problems of the sort that Stephen Turnbull described, particularly with our ipv6 address, but I won't discuss those because Microsoft uses ipv4.
Occasionally, every couple of months, we would be unable to send mail to any Microsoft address. These included @hotmail (sometimes hotmail.de or other countries), @outlook, @live and @msn, mostly the first two. There is a complaint procedure here: https://support.microsoft.com/supportrequestform/8ad563e3-288e-2a61-8122-3ba03d6b8d75 We went through it, but it didn't do much good. Usually the problem would go away after a few days, but I now think that our complaints had nothing to do with the problem going away. See below. We also signed up for Sender Support. https://sendersupport.olc.protection.outlook.com/pm/junkemail.aspx and SNDS, e.g. https://sendersupport.olc.protection.outlook.com/snds/FAQ.aspx and https://sendersupport.olc.protection.outlook.com/snds/data.aspx The last thing did list "complaints", but this did not seem to be the problem. There were very few. The typical message we got when our mail did not get through was this: "Unfortunately, messages from [45.79.135.144] weren't sent. Please contact your Internet service provider since part of their network is on our block list (S3150)." The problem is that we do not control "their network" except for the single ipv4 address we use [45.79.135.144]. Microsoft may be looking at other people who use Linode. Once I asked the Linode staff to help, and they complained to Microsoft, explaining the situation, and it got better for a while. I now think that their complaint had nothing to do with the problem getting better. There was nothing else Linode can do except try to monitor every one of their users for spam, and they do not do that. I think that Microsoft may have a (much more expensive) cloud service that works that way, but I am pretty sure that Amazon Web Services does not. The Hotmail/Outlook problem comes and goes. Occasionally, we would complain and get responses from what appeared to be a person. I now think it was not a person, since the message was always the same. Below is an example. That one came in the middle of a block that lasted for a few weeks. In the end, we decided to prevent users with Microsoft addresses from signing up for anything, including membership in the Society. So far we have received no complaints about that. All these addresses were automatically removed from our mailing list by Mailman, in the last outage, which was very long, and I did not put them back. Our main mailing list has over 4000 members with almost 1000 different domains. The only domains that ever block our mail are those controlled by Microsoft, about 90 people (many who already signed up with a different address and never unsubscribed their Microsoft address). Usually every single post to our mailing list goes through, except for occasional "user not found" and "over quota". My opinion, FWIW, is that Microsoft should not be running an email service of any sort. Verizon is shutting its service down (or already did), and Microsoft should do the same. ####################### Subject: RE: SRX1530278720ID - [EXTERNAL] Re: Reported deliverability problem to Outlook.com SRX1530278720ID X-Mailer: Microsoft Avondale Mailer Hello, My name is Sai and I work with the Outlook.com Deliverability Support Team. We continue to look into this issue along with the Escalations Team. We understand the urgency of this issue and will provide an update as soon as this is available. Rest assured that this ticket is being tracked and we will get back to you as soon as we have more information to offer. Thank you for your patience. Sincerely, Sai Outlook.com Deliverability Support -- Jonathan Baron, Professor of Psychology, University of Pennsylvania Home page: https://www.sas.upenn.edu/~baron Founding Editor: Judgment and Decision Making (http://journal.sjdm.org) Associate webmaster: sjdm.org ------------------------------------------------------ Mailman-Users mailing list -- mailman-users@python.org To unsubscribe send an email to mailman-users-le...@python.org https://mail.python.org/mailman3/lists/mailman-users.python.org/ Mailman FAQ: http://wiki.list.org/x/AgA3 Security Policy: http://wiki.list.org/x/QIA9 Searchable Archives: https://www.mail-archive.com/mailman-users@python.org/ https://mail.python.org/archives/list/mailman-users@python.org/