Why am I seeing Yahoo email errors with DKIM failing even though SPF and DMARC pass?

Summary

Even when SPF and DMARC pass, DKIM failures with Yahoo emails can stem from a multitude of interconnected issues. These include alignment problems between SPF, the 5322.from address, and DKIM; Yahoo's stricter DMARC implementation combined with inconsistent domain policies; DNS instability; message content modification during transit; incorrect DKIM configuration (such as selector mismatches, key size limitations, and syntax errors in DKIM records); problems with DKIM signing consistency; and negative domain reputation. Comprehensive troubleshooting involves examining email headers, DNS records, and mail server logs; using DKIM record lookup tools; registering for Yahoo's feedback loop; and monitoring DMARC aggregate reports.

Key findings

  • Alignment: Mismatched SPF, 5322.from, and DKIM domains can trigger DMARC failures.
  • Yahoo Policies: Yahoo's DMARC policies and enforcement can cause DKIM failures even with technically valid configurations.
  • Infrastructure: DNS issues and MTA misconfigurations can lead to DKIM PermFail errors.
  • Message Integrity: Modifications to email content during transit invalidate DKIM signatures.
  • DKIM Configuration: Incorrect selectors, key sizes, or record syntax cause DKIM failures.
  • DKIM signing: Inconsistent application of DKIM signing to all outgoing emails.
  • Domain Reputation: Poor domain reputation results in stricter enforcement by Yahoo.

Key considerations

  • DMARC Monitoring: Set up and actively monitor DMARC aggregate reports.
  • Record validation: Use DKIM record lookup tools to validate and diagnose DKIM issues.
  • Feedback Loops: Subscribe to Yahoo's feedback loop for deliverability information.
  • Key Size & Encryption: Use a sufficient (e.g., 2048-bit) DKIM key for enhanced security.
  • DNS Stability: Ensure your DNS records propagate and are globally available.
  • Policy Testing: Temporarily change DMARC settings to understand interaction

What email marketers say
11Marketer opinions

Even when SPF and DMARC pass, DKIM failures with Yahoo can stem from various issues, including Yahoo's stricter DMARC policies, DKIM alignment problems (where the signing domain doesn't match the 'From' domain), intermittent DNS issues, message modification in transit, DKIM selector misconfiguration, insufficient DKIM key sizes, or sporadic DKIM signing. Domain reputation, DNS stability, and syntax errors in DKIM records can also contribute to these failures. Registering for Yahoo's feedback loop and using DKIM record lookup tools can aid in diagnosis and resolution.

Key opinions

  • Alignment: DKIM alignment is crucial. Ensure the domain used for signing matches the 'From' domain.
  • Yahoo Policy: Yahoo's DMARC policies are strict and can cause issues even if DKIM passes technically.
  • DNS: Intermittent DNS issues can cause DKIM failures. Check DNS propagation and stability.
  • Message Tampering: Message modification during transit can invalidate the DKIM signature.
  • DKIM Configuration: Incorrect DKIM selector, syntax errors in DKIM record, or small key sizes (less than 1024) can cause failures.
  • Signing Consistency: Sporadic DKIM signing can lead to deliverability issues.
  • Domain Reputation: Low domain reputation may trigger stricter scrutiny from Yahoo.

Key considerations

  • DMARC Reports: Set up DMARC aggregate reports to identify failing emails and diagnose issues.
  • Key Size: Upgrade to a 2048-bit DKIM key for improved security and compliance.
  • Yahoo Feedback Loop: Register for Yahoo's feedback loop to receive detailed deliverability reports.
  • Record Validation: Use DKIM record lookup tools to ensure the DKIM record is valid and reachable.
  • Signing Consistency: Ensure that you are DKIM signing all outgoing emails
  • Domain Reputation: Ensure to check and improve domain reputation as Yahoo will scrutinize senders with low reputation
Marketer view

Email marketer from StackOverflow user explains that intermittent DNS issues can cause temporary DKIM failures. They recommend checking DNS propagation and stability.

December 2024 - StackOverflow
Marketer view

Email marketer from SparkPost explains ensuring the DKIM signing process is consistently applied to outgoing emails. SparkPost mentions issues with sporadic DKIM signing which means not every email is signed, it can cause deliverability problems.

March 2022 - SparkPost
Marketer view

Email marketer from Zerobounce shares that even with valid DKIM records, issues with domain reputation can result in deliverability failures, especially on services like Yahoo which may scrutinize senders with low reputation

July 2024 - ZeroBounce
Marketer view

Email marketer from Reddit user suggests that Yahoo's stricter DMARC policy implementation may cause issues even if DKIM technically passes. They recommend ensuring perfect alignment and monitoring sender reputation.

February 2024 - Reddit
Marketer view

Email marketer from Email on Acid advises checking if the email content is being modified in transit by any intermediate servers, as this can invalidate the DKIM signature. Look for added footers or altered headers.

June 2021 - Email on Acid
Marketer view

Email marketer from GlockApps highlights the importance of registering for Yahoo's feedback loop to receive reports on potential issues affecting deliverability, including DKIM failures.

March 2023 - GlockApps
Marketer view

Marketer from Email Geeks confirms they are experiencing pervasive Yahoo policy blocks for a client, with no luck getting it mitigated.

September 2023 - Email Geeks
Marketer view

Email marketer from MXToolbox shares that using their DKIM record lookup tool can help identify if the published DKIM record is valid and reachable. They also recommend checking if the selector in use is the correct one.

February 2024 - MXToolbox
Marketer view

Email marketer from Litmus recommends verifying that the DKIM record is correctly formatted and doesn't contain any syntax errors, which can prevent successful authentication.

May 2023 - Litmus
Marketer view

Email marketer from Postmark indicates that insufficient DKIM key sizes (less than 1024 bits) can lead to failures. They suggest upgrading to a 2048-bit key for better security and compliance.

November 2024 - Postmark
Marketer view

Email marketer from Mailhardener advises checking for DKIM alignment, which means ensuring the domain used to sign the email matches the domain displayed in the 'From' address. Mismatches can lead to DKIM failures even with valid signatures.

December 2022 - Mailhardener

What the experts say
7Expert opinions

Even with passing SPF and DMARC, DKIM failures in Yahoo emails can be caused by a variety of factors. These include alignment issues between SPF, the 5322.from address, and DKIM; problems with the DKIM signature itself (due to message alterations or encoding issues); misconfigured DKIM settings (such as deleted keys or MTA misconfiguration); transient issues like DNS server downtime; potential policy issues beyond DMARC, such as duplicate headers; and invalid DKIM signatures detected by Yahoo. It's crucial to monitor DMARC aggregate reports and troubleshoot DKIM at a granular level to identify and rectify these issues.

Key opinions

  • Alignment Issues: Mismatch between SPF, the 5322.from address, and DKIM can lead to DMARC rejections.
  • DKIM Perm Fail: DKIM failures (Perm Fail) can be caused by key deletion, MTA misconfiguration, or DNS problems.
  • Signature Validation: Online DKIM checkers may not fully validate signatures; encoding issues can cause DKIM to fail.
  • Message Alteration: Alterations to the email content during transit can invalidate the DKIM signature.
  • Yahoo Specific Rejection: Yahoo may reject messages with invalid DKIM signatures even when SPF and DMARC pass.

Key considerations

  • DMARC Policy Testing: Temporarily change DMARC policy (p=reject to p=none) to determine if DMARC is the primary cause.
  • Header Review: Check for duplicate headers that might be causing policy rejections.
  • DMARC Reports: Set up DMARC aggregate reports to identify which specific emails are failing DKIM.
  • Detailed Troubleshooting: Investigate DKIM failures at a granular level to identify root causes (encoding, configuration, etc.).
Expert view

Expert from Email Geeks suggests temporarily changing the DMARC policy from p=reject to p=none to determine if the issue is DMARC-related.

December 2022 - Email Geeks
Expert view

Expert from Email Geeks explains that DKIM Perm fail can be caused by deleting the public DKIM key from DNS, misconfiguring the MTA, or a DNS server being down.

September 2021 - Email Geeks
Expert view

Expert from Email Geeks suggests that policy issues may not be DMARC related and asks if duplicate headers are present.

December 2023 - Email Geeks
Expert view

Expert from Word to the Wise (Laura Belsten) shares that if DKIM is failing despite SPF and DMARC passing, you should set up DMARC aggregate reports to identify which specific emails are failing DKIM and investigate potential alignment issues.

May 2023 - Word to the Wise
Expert view

Expert from Email Geeks suggests that if the SPF string and 5322.from don’t align and DKIM is failing, the mail might be rejected due to DMARC failure.

January 2022 - Email Geeks
Expert view

Expert from Email Geeks mentions that online DKIM checkers typically only validate the DNS record and not the actual signature which means there may be a problem with the encoding of the message, leading to the DKIM failure on the email message.

February 2023 - Email Geeks
Expert view

Expert from Spam Resource (John Levine) explains that even if SPF and DMARC pass, a DKIM failure suggests Yahoo is specifically rejecting the message due to a detected invalid DKIM signature, and this could be caused by alterations to the message content in transit.

April 2021 - Spam Resource

What the documentation says
5Technical articles

DKIM failures with Yahoo, despite passing SPF and DMARC, can arise from various technical issues. These include invalid DKIM signatures due to email content modifications during transit, domain mismatches between the signing domain and the 'From' header, syntactically incorrect signatures, unavailable public keys, failed signature verification, incorrect key deployment, DNS propagation issues, and mismatches between the DKIM selector and the configured DNS settings. Proper troubleshooting involves examining email headers, DNS records, and mail server logs to identify the specific cause.

Key findings

  • Signature Validity: DKIM signatures can be invalidated by modifications during transit.
  • Domain Mismatch: The signing domain must align with the 'From' header domain.
  • Technical Errors: Syntax errors, unavailable keys, and failed verification can cause DKIM failures.
  • Deployment Issues: Incorrect key deployment and DNS propagation problems can disrupt DKIM.
  • Selector Mismatch: DKIM selector must match the configured DNS settings.

Key considerations

  • Header Examination: Thoroughly examine email headers for modifications and domain discrepancies.
  • DNS Record Review: Carefully review DNS records to ensure correct key deployment and selector configuration.
  • Log Analysis: Analyze mail server logs for detailed information on DKIM verification failures.
  • DNS Propagation: Ensure DNS records have propagated and are available.
Technical article

Documentation from ietf.org (RFC 6376) states that DKIM verification can fail (return PERMFAIL) if the signature is syntactically incorrect, the public key is unavailable, the signature does not verify, or the message has been altered since signing.

November 2024 - ietf.org
Technical article

Documentation from Yahoo Help explains that a DKIM failure, even with passing SPF and DMARC, can occur if the DKIM signature is invalid due to modifications to the email content during transit or if the signing domain doesn't match the domain in the 'From' header.

December 2021 - Yahoo Help
Technical article

Documentation from Google workspace shares information about ensuring your DNS records for DKIM, SPF and DMARC have propagated and are available on global DNS servers

June 2024 - Google
Technical article

Documentation from AuthSMTP explains that a DKIM selector is used to locate the correct public key in DNS. If the selector used to sign the email doesn't match the one configured in DNS, DKIM will fail.

December 2021 - AuthSMTP
Technical article

Documentation from DKIM.org emphasizes that troubleshooting DKIM failures requires examining the email headers, DNS records, and mail server logs to identify the cause, such as incorrect key deployment or message modification.

December 2024 - DKIM.org