Why are authenticated emails going to junk in Microsoft Outlook?

Summary

Even with proper authentication (SPF, DKIM, DMARC), emails can still land in Microsoft Outlook's junk folder due to several reasons. Microsoft's filters evolve, sometimes misclassifying emails, and the 'Unverified sender' feature may incorrectly flag authenticated emails. Factors beyond authentication, like sender reputation, content, user interaction, and list management, greatly influence deliverability. Authentication records not being interpreted correctly by email providers, spam traps, and strict DMARC policies also contribute to the issue. To address this, monitoring sender reputation, optimizing content, managing email lists, adding senders to the Safe Senders list, escalating support tickets with Microsoft, and reviewing authentication setups are recommended.

Key findings

  • Filter Evolution & Mistakes: Microsoft's filters evolve and can make mistakes, leading to misclassification of authenticated emails.
  • Unverified Sender Feature: The 'Unverified Sender' feature in Outlook may incorrectly flag authenticated emails as junk.
  • Reputation Matters: Sender reputation is crucial; poor reputation can lead to emails being marked as spam, even with authentication.
  • Content Impact: Certain words, phrases, and HTML structures can trigger spam filters, affecting deliverability.
  • User Interaction: User interaction (marking as junk) significantly influences future deliverability.
  • Authentication Interpretation: Email providers may have issues interpreting authentication records, causing emails to be filtered incorrectly.
  • Spam Traps Harm: Hitting spam traps damages sender reputation, resulting in emails being sent to junk.
  • DMARC Policy: Strict DMARC policies can lead to emails failing authentication checks being marked as junk.
  • Authentication is Necessary but not Sufficient: Authentication is a necessary part of deliverability, but it's not sufficient to guarantee inbox placement

Key considerations

  • Monitor Reputation: Regularly monitor sender reputation using available tools.
  • Optimize Content: Optimize email content to avoid spam triggers and improve engagement.
  • Manage Email Lists: Maintain a clean and engaged email list to avoid spam traps.
  • Promote Safe Senders List: Encourage recipients to add senders to their safe sender list.
  • Review Authentication Setup: Review and ensure correct SPF, DKIM, and DMARC configuration.
  • Escalate Support Tickets: Escalate support tickets with Microsoft for persistent deliverability issues.
  • Check Email Headers: Check email headers to ensure emails are passing the DMARC checks
  • Adhere to bulk sending guide: Adhere to the practices for bulk email senders to avoid being marked as spam

What email marketers say
12Marketer opinions

Even with proper authentication (SPF, DKIM, DMARC), emails can still land in Microsoft Outlook's junk folder due to a variety of factors. Microsoft's filters are constantly evolving and can sometimes misclassify emails. The 'Unverified sender' feature in Outlook may also incorrectly flag authenticated emails. Sender reputation, email content, user interaction, and list management all play a significant role. Technical issues in interpreting authentication records and the presence of spam traps can also lead to deliverability problems. Escalating support tickets with Microsoft may be a solution.

Key opinions

  • Filter Evolution: Microsoft's spam filters are constantly updated and may evolve to misclassify authenticated emails.
  • Unverified Sender: The 'Unverified Sender' feature in Outlook can incorrectly flag authenticated emails as junk.
  • Sender Reputation: A poor sender reputation, even with proper authentication, can lead to emails being marked as spam.
  • Content Matters: Spam trigger words, HTML structures, and irrelevant content can cause emails to be filtered as junk.
  • User Interaction: Negative user interaction, such as marking emails as junk, significantly impacts deliverability.
  • Authentication Issues: Even with correct SPF, DKIM, and DMARC records, technical interpretation issues by email providers can occur.
  • Spam Traps: Hitting spam traps can damage sender reputation, resulting in emails being sent to junk.

Key considerations

  • Monitor Reputation: Regularly monitor sender reputation using available tools and services.
  • Content Optimization: Optimize email content to avoid spam trigger words and improve engagement.
  • List Management: Maintain a clean and engaged email list to prevent spam traps and improve user interaction.
  • Safe Sender List: Suggest recipients add senders to their safe sender list to improve deliverability.
  • Authentication Review: Review and ensure proper configuration of SPF, DKIM, and DMARC records.
  • Escalate Support: Escalate support tickets with Microsoft for persistent deliverability issues.
  • Header Examination: Examine email headers to ensure proper authentication passing.
Marketer view

Email marketer from Litmus explains that certain words, phrases, or HTML structures in email content can trigger spam filters, even with authentication. They recommend testing email content with spam testing tools to identify and remove potential spam triggers.

April 2022 - Litmus
Marketer view

Marketer from Email Geeks notes that abuse@ and postmaster@ addresses seem more responsive nowadays, and escalating tickets at Microsoft is possible and increasingly utilized during IP warmups.

September 2023 - Email Geeks

What the experts say
3Expert opinions

Even when emails are authenticated, they can still end up in Microsoft Outlook's junk folder. This happens because Microsoft's filters make mistakes and rely on other things like content, reputation, and how users react to the email. Authentication is important but not enough on its own. To solve these issues you can escalate support tickets with Microsoft, describing the problem and desired outcome clearly.

Key opinions

  • Authentication Insufficient: Authentication alone (SPF, DKIM, DMARC) doesn't guarantee inbox placement.
  • Filter Mistakes: Microsoft's spam filters, like all filters, can occasionally misclassify emails as junk, even if they are authenticated.
  • Multiple Signals: Outlook's filters consider various factors beyond authentication, including content, sender reputation, and user engagement.
  • Reputation matters: Deliverability is about reputation which is about relevance and engagement.

Key considerations

  • Escalate Support: If facing persistent issues, escalate support tickets with Microsoft providing clear details.
  • Monitor Reputation: Monitor and maintain a positive sender reputation.
  • Optimize Content: Focus on creating relevant, engaging content that avoids spam triggers.
  • Official channels: Microsoft will only answer issues that come through the official channel.
Expert view

Expert from Spam Resource explains that Microsoft's junk mail filter, like any filter, occasionally makes mistakes, even with proper authentication. Filters rely on a multitude of signals beyond just SPF, DKIM, and DMARC, including content, reputation, and user feedback. There is no specific URL for the response beyond the main website, as John Levine is the owner.

August 2023 - Spam Resource
Expert view

Expert from Email Geeks explains that Microsoft will only answer issues that come through the official channel and suggests repeatedly replying to the support ticket with a concise description of the problem and desired outcome, asking for escalation.

April 2024 - Email Geeks

What the documentation says
5Technical articles

Even with authenticated emails, Microsoft Outlook can still send them to the junk folder. This is because, despite implementing SPF, DKIM, and DMARC, various factors can cause deliverability issues. DMARC policies set to 'quarantine' or 'reject' can lead to emails being marked as junk if authentication checks fail, even with minor misconfigurations. DKIM authentication can fail if email content is modified in transit. Microsoft recommends best practices for bulk email senders, including maintaining a clean email list and monitoring sender reputation. Adding senders to the Safe Senders list can help prevent their emails from being marked as junk.

Key findings

  • DMARC Policy: DMARC policies set to 'quarantine' or 'reject' can cause emails failing authentication to be marked as junk.
  • DKIM Failure: DKIM authentication failure due to content modification in transit can result in emails going to junk.
  • Safe Senders List: Adding senders to the Safe Senders list in Outlook can prevent emails from being marked as junk.
  • Best Practices: Following best practices for bulk email senders is crucial for ensuring deliverability to Outlook inboxes.

Key considerations

  • Review DMARC: Review DMARC policy settings to avoid overly strict enforcement that might cause false positives.
  • Ensure DKIM Validity: Ensure email content is not modified in transit to maintain DKIM signature validity.
  • Promote Safe Senders: Encourage recipients to add senders to their Safe Senders list in Outlook.
  • Implement Best Practices: Implement best practices for bulk email sending, including list hygiene and sender reputation monitoring.
Technical article

Documentation from Microsoft Support explains that adding a sender to the Safe Senders list in Outlook can prevent their emails from being marked as junk. The article details how to add email addresses or domain names to the Safe Senders list.

February 2024 - Microsoft Support
Technical article

Documentation from DMARC.org explains that even with DMARC implementation, emails can still go to junk if the DMARC policy is set to 'quarantine' or 'reject' and the email fails DMARC authentication checks due to misconfiguration or other issues.

December 2023 - DMARC.org