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Why do email From and To addresses sometimes match, and is it a spoofing attempt?

Summary

It can be unsettling to receive an email where the 'From' and 'To' addresses appear identical. While this might immediately raise red flags for email spoofing or a phishing attempt, the reality is more nuanced. Email delivery involves complex underlying protocols, and a matching 'From' and 'To' can occur for both legitimate and malicious reasons. Understanding the difference between the email's envelope and header information is crucial to diagnosing such occurrences.

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What email marketers say

Email marketers, when faced with an email where the 'From' and 'To' addresses match, often approach the situation with caution and a desire for clarity. Their primary concern revolves around identifying potential threats, such as phishing or spam, while also understanding if a legitimate technical reason could explain the anomaly. They typically rely on initial visual cues before diving deeper into the email's technical details.

Marketer view

An email marketer from Email Geeks expressed immediate concern upon seeing identical 'From' and 'To' addresses in an email. This unusual pattern raised a direct question about whether it signified a spoofing attempt. They were particularly keen to understand the underlying technical explanation for such a phenomenon.

09 May 2019 - Email Geeks

Marketer view

An email marketer from a security forum noted that emails appearing to be from oneself, particularly if unsolicited or suspicious, are a classic sign of phishing. They advised checking the full message headers to verify the actual sending domain, even if the display name looks familiar.

15 Mar 2024 - Security Forum

What the experts say

Email deliverability experts emphasize the technical distinction between the SMTP envelope and the email headers when diagnosing why 'From' and 'To' addresses might match. They explain that the SMTP commands dictate the actual routing of the email, while the headers within the email body are more easily manipulated. This understanding is fundamental to discerning between legitimate mail flows and malicious spoofing attempts.

Expert view

An email expert from Email Geeks clarified that the 'To:' header displayed in an email client is entirely optional from an SMTP transaction perspective. They explained that an email could be delivered to a recipient solely based on the 'RCPT TO' command issued during the SMTP session, meaning the recipient could be in BCC, and the 'To:' header might contain a different address, potentially even the sender's own.

09 May 2019 - Email Geeks

Expert view

An expert from Word to the Wise stated that email spoofing is fundamentally about fabricating the sender's address in the email headers. They highlighted that while the visible 'From' address might be forged, authentication records like SPF and DKIM can help detect if the email truly originated from the claimed domain. This distinction is crucial for identifying fraudulent messages.

20 May 2024 - Word to the Wise

What the documentation says

Technical documentation, particularly RFCs (Requests for Comments) that define internet standards, provides the authoritative framework for how email systems operate. These documents clearly differentiate between the envelope and header components of an email, outlining which elements are necessary for transport and which are part of the message content itself. This foundational understanding is key to grasping why 'From' and 'To' addresses might sometimes match.

Technical article

Documentation from Graphus.ai explains that email spoofing is a technique often employed in phishing attacks. While not all phishing involves spoofed messages, a significant portion uses this method to deceive recipients. The goal is to make a fraudulent email appear legitimate, thereby increasing the chances of the victim falling for the scam.

01 Apr 2024 - Graphus

Technical article

The University of Oregon Knowledge Base defines spoofing as the act of falsifying the return address on outgoing mail. This is done to conceal the true origin of the message, much like writing a fake return address on a physical letter. The intent is to mislead the recipient about who sent the email.

10 Mar 2024 - University of Oregon - Knowledge Base

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