testing-smtp-smuggling-and-email-spoofing

Solid

Test a mail setup for sender spoofing that survives authentication: SPF, DKIM, and DMARC records that exist but do not align or enforce, subdomains left unprotected, and the end-of-data desync known as SMTP smuggling, where an inbound and an outbound mail server disagree on where one message ends so a second message with a forged, auth-passing sender is smuggled in. Covers policy present but not enforced, alignment gaps between the envelope and header sender, missing subdomain policy, open relay, and inconsistent message-boundary parsing between hops. Use when auditing a domain's mail authentication or a mail server's boundary handling. The crafted or smuggled message is the source, an accepted spoofed delivery is the sink.

AI & Automation 4 stars 1 forks Updated yesterday MIT

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Skill Content

# Testing SMTP smuggling and email spoofing: authenticated, and still forged Email authentication is a stack of three records that only stops spoofing if all three are present, aligned, and enforced - and even then only if every server on the delivery path agrees where one message ends and the next begins. The failures are quiet: a policy published but set to take no action, a signature that validates a domain that is not the visible sender, a subdomain with no policy, and the boundary desync where two servers parse the end-of-data sequence differently, letting a forged message ride inside a legitimate one and pass every check. You find them by testing what actually gets delivered and trusted, not by reading the records and assuming they hold. ## When to use - You are auditing a domain's email authentication or a mail server's message handling. - The domain publishes sender-authentication records, or receives mail through more than one hop. - You can send test mail into the path and observe what is accepted and how it is judged. ## Scope check Test mail authentication and delivery only for domains and servers you own or are authorized to assess, sending only to mailboxes you control. Spoofed mail to third parties is out of scope and often unlawful. If you can't name the authorization, stop. ## The loop 1. **Map the mail path and the records.** Identify the servers a message crosses inbound and outbound, and retrieve the domain's sender-authentication records: the au...

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Author
UnboundCompute
Repository
UnboundCompute/security-agent-skills
Created
5 days ago
Last Updated
yesterday
Language
N/A
License
MIT

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