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If that doesn't work, try connecting directly to the IPs.If you are able to connect directly to the IP and not mail.hotmail.com, then it is likely there is an issue with your DNS server.IP addresses that are reserved for private (non-routable) networking are 192.168.0.0/16, 10.0.0.0/8, and 172.16.0.0/11 (or 192.168.0.0 - 192.168.255.255, 10.0.0.0 - 10.255.255.255, 172.16.0.0 - 1.255).
This change is part of Microsoft's overall Trustworthy Computing Initiative and was made to further reduce the risk of malicious HTML content reaching our users.
One way to ensure that your messages aren't marked as being from an "unknown sender" is to join Return Path's Certification program, a third-party accreditation and reputation service that provides with a list of responsible senders.
Smart Screen® email filters are influenced by a number of factors related to the sending IP, domain, authentication, list accuracy, complaint rates, content and more.
Of these, one of the principal factors in driving down a sender's reputation and deliverability is their junk email complaint rate.
These services have been tailored for senders and for ISPs.
To learn more about the Sender and ISP Services, go here.Note: Deliverability issues submitted using this form should only be related to the system, including any address @msn.com, @Outlook.com, @hotmail.com, or @We will do our best to help you troubleshoot your issue.Microsoft's Smart Screen® technology is designed to provide anti-spam filtering innovations for as well as other Microsoft products like Exchange Server, Microsoft Office Outlook and Windows Live Mail.We also leverage SPF , an email authentication technology protocol that helps address the problem of spoofing and phishing by verifying that the domain sending the email is authorized to do so.IPs not previously used to send email typically don't have any reputation built up in our systems.