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* Do you know what SMTP smuggling is?

SMTP smuggling is a sophisticated cyberattack technique that targets the way email servers handle SMTP traffic. By exploiting discrepancies in how different servers interpret SMTP commands, attackers can manipulate email headers and structure to bypass security measures. This allows them to deliver malicious content, such as phishing emails or malware, without detection by traditional security mechanisms.

Header manipulation: Attackers inject or modify SMTP headers, tricking some email servers into interpreting the email as benign while others interpret it differently, allowing malicious content to pass through.
Server parsing differences: Different email servers and security gateways may handle the same email in varying ways, leading to inconsistent interpretations that attackers can exploit.
Boundary confusion: Attackers manipulate the boundaries between the email header and body, or between parts of a MIME email, causing security systems to misinterpret where malicious content resides.
Bypassing security filters: The result is that emails can slip through email gateways and firewalls without being flagged, allowing attackers to inject malware, deliver phishing emails, or even exfiltrate sensitive data.

To prevent SMTP smuggling, organizations should implement advanced email security solutions, monitor email traffic for anomalies, regularly update servers, and use protocols like DMARC, SPF, and DKIM to authenticate email senders. If you are curious to learn more about this topic, check out the following article about SMTP smuggling and how to prevent it.!