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Summary

Hotmail (Microsoft Outlook) can be notoriously strict with its email filtering, leading to significant frustration for senders. Common issues include emails being blocked or sent to the junk folder, even for seemingly legitimate campaigns. This often stems from a combination of sender reputation, authentication failures, content quality, and even the overall email deliverability health of the sending domain and its associated IPs.

What email marketers say

Email marketers frequently encounter significant challenges when sending to Hotmail and Outlook addresses. Their experiences highlight the nuanced and often frustrating nature of Microsoft's filtering systems, which can block even well-intentioned senders. Issues range from the perceived sudden shift of emails to spam folders to the impact of other brands on shared infrastructure.

Marketer view

Email marketer from Email Geeks reports extreme frustration with Hotmail, as their highly consistent client's emails were blocked despite extensive precautions.

10 Sep 2020 - Email Geeks

Marketer view

Email marketer from Super User explains that bounced messages frequently indicate the sending IP is listed on a blocklist.

20 Feb 2019 - Super User

What the experts say

Email deliverability experts highlight that Hotmail's sophisticated filtering systems go beyond basic spam detection, often scrutinizing factors like network reputation and the overall digital footprint of the sender. They emphasize the importance of robust authentication and consistent adherence to best practices, as Microsoft domains are quick to penalize even subtle deviations from expected sending behavior. Understanding these underlying mechanisms is key to resolving blocklist issues.

Expert view

Deliverability Expert from Word to the Wise emphasizes that strong authentication protocols, including SPF, DKIM, and DMARC, are absolutely crucial for ensuring consistent deliverability to Microsoft domains like Hotmail and Outlook.

15 Mar 2023 - Word to the Wise

Expert view

Deliverability Expert from SpamResource advises that maintaining a consistent sending volume and achieving good engagement rates are vital strategies for upholding a positive sender reputation with Hotmail and other major ISPs.

20 Jan 2024 - SpamResource

What the documentation says

Official documentation and technical analyses consistently point to email authentication and sender reputation as cornerstone factors for successful delivery to Hotmail (Microsoft) addresses. They emphasize that strict compliance with industry standards like SPF, DKIM, and DMARC is not just recommended, but often mandatory to avoid being flagged as spam or blocked outright. Furthermore, documentation indicates that Hotmail's filters are designed to be highly sensitive to any indicators of suspicious sending behavior or low-quality content.

Technical article

Documentation from EmailTooltester.com states that incomplete or incorrect email authentication, specifically involving SPF, DKIM, and DMARC, is a common reason for emails being marked as spam or outright rejected by major email servers, including Hotmail.

04 Jan 2023 - EmailTooltester.com

Technical article

Documentation from Unspam.email highlights that Hotmail only accepts legitimate emails, meaning any issues with SPF, DKIM, or DMARC configurations can easily lead to emails being blocked or rejected by their filtering systems.

15 Nov 2023 - Unspam.email

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