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Summary

Microsoft (Outlook, Hotmail, MSN) email addresses bouncing can be a frustrating and sudden issue, even when other email service providers are receiving your mail without problems. Often, the core problem isn't a simple blacklist entry but a nuanced reputation issue with Microsoft's specific filtering algorithms. This can be particularly challenging for email service providers (ESPs) using cloud infrastructure like Amazon SES, where IP reputation can be influenced by neighboring senders or specific sender behaviors.

What email marketers say

Email marketers often face unexpected challenges with Microsoft domains, even when their sending infrastructure seems robust and other mailbox providers are accepting their emails. The consensus among marketers suggests that Microsoft's unique filtering mechanisms and intolerance for certain sending behaviors can lead to abrupt and significant bounce increases, sometimes without clear indicators on public blocklists.

Marketer view

Email marketer from Email Geeks indicates that their organization has been observing a significant surge in Microsoft bounces since October 14, affecting Hotmail, MSN, and Outlook, while other ESPs remain unaffected, suggesting a specific issue with Microsoft's filtering.

20 Oct 2022 - Email Geeks

Marketer view

Email marketer from Email Geeks reports that their IP (54.240.46.27) appears clean on MXToolbox, with no blocklists or warnings, making the Microsoft block puzzling given the lack of public blacklisting.

20 Oct 2022 - Email Geeks

What the experts say

Email deliverability experts highlight that Microsoft's (Outlook, Hotmail, MSN) filtering is exceptionally stringent and often differs from other major mailbox providers. They emphasize the importance of specific technical configurations, such as custom reverse DNS, and acknowledge that even established, dedicated IPs can face challenges if the sender's network or a new customer's behavior triggers Microsoft's internal blocklists or algorithms.

Expert view

Expert from Email Geeks (steve589) points out that the sender is attempting to send mail from an EC2 IP, a practice Microsoft tends to dislike, which could be a primary reason for the increased bounces.

20 Oct 2022 - Email Geeks

Expert view

Expert from Email Geeks (steve589) suggests that if the dedicated IP pool is otherwise performing well, the issue likely stems from one of the customer's sending behaviors and inquires about a spike in complaints as a potential indicator.

20 Oct 2022 - Email Geeks

What the documentation says

Official documentation from email service providers and technical forums often provides a combination of general bounce troubleshooting and specific insights into how major mailbox providers (like Microsoft) handle email. These resources emphasize that while standard authentication and IP reputation are fundamental, certain providers have unique, stringent requirements that can lead to blocks even when general checks pass. Issues can stem from IP ownership verification to perceived network-level problems.

Technical article

Documentation from Microsoft's email troubleshooting pages indicates that messages from a specific IP address may not be sent because a portion of the sender's network is listed on their internal blocklist, often accompanied by a specific error code like S3150.

01 Jan 2024 - mail.live.com

Technical article

Documentation from Microsoft's email troubleshooting pages advises senders to contact their Internet service provider when encountering bounces due to network blocklists, and to refer their provider to Microsoft's dedicated troubleshooting resources for email delivery issues.

01 Jan 2024 - mail.live.com

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