Email Security

Complex Routing, Misconfigurations Exploited for Domain Spoofing in Phishing Attacks

Threat actors spoof legitimate domains to make their phishing emails appear to have been sent internally.

Threat actors have been observed abusing complex routing and improperly configured spoof protections in phishing attacks, Microsoft warns.

By spoofing legitimate domains, the attackers make their phishing emails more effective, as they appear to have been sent internally.

The attack vector, Microsoft says, has been used in opportunistic campaigns powered by phishing-as-a-service (PhaaS) platforms such as Tycoon2FA, targeting several industries.

The phishing messages contain lures related to document sharing, HR communication, invoices, password resets, and voicemails, leading to the compromise of credentials that may be abused for business email compromise (BEC) or data theft.

According to Microsoft, the vulnerable organizations have configured complex routing scenarios without strictly enforced spoof protections, and have MX records not pointing to Office 365, allowing attackers to send messages seemingly sent from the victims’ domains.

The tech giant points out that the issue is not a vulnerability of Direct Send, the Microsoft 365 Exchange Online feature that allows devices and applications to send emails without authentication via an organization’s domains.

Advertisement. Scroll to continue reading.

“Setting strict Domain-based Message Authentication, Reporting, and Conformance (DMARC) reject and SPF hard fail (rather than soft fail) policies and properly configuring any third-party connectors will prevent phishing attacks spoofing organizations’ domains,” Microsoft says.

In October 2025, the tech company blocked over 13 million malicious emails originating from the Tycoon2FA PhaaS platform, many of which spoofed internal domains.

Tycoon2FA and similar platforms, Microsoft explains, provide threat actors with attack infrastructure and capabilities such as adversary-in-the-middle (AiTM) phishing, which allows them to circumvent multi-factor authentication (MFA) protections.

“The bulk of phishing messages sent through this attack vector uses the same lures as conventionally sent phishing messages, masquerading as services such as Docusign, or communications from HR regarding salary or benefits changes, password resets,” the tech giant notes.

Microsoft has provided resources to help organizations properly configure mail flow connectors and rules to block spoofed email messages, as well as queries to hunt for related activity.

Related: AI Is Supercharging Phishing: Here’s How to Fight Back

Related: Google Says Chinese ‘Lighthouse’ Phishing Kit Disrupted Following Lawsuit  

Related: RaccoonO365 Phishing Service Disrupted, Leader Identified

Related: Microsoft 365 Direct Send Abused for Phishing

Related Content

Cybercrime

Hundreds of C&C servers were disrupted in an operation involving law enforcement and several cybersecurity companies.

Phishing

The platform used more than 9,000 phishing sites, stealing nearly 4 million credit cards and causing roughly $1.9 billion in losses.

Vulnerabilities

The company warned about zero-day attacks exploiting the Exchange Server vulnerability CVE-2026-42897 on May 14. 

Vulnerabilities

Three of the vulnerabilities fixed with the latest Patch Tuesday updates were publicly disclosed before Microsoft addressed them.

Vulnerabilities

Microsoft responds to backlash over its threats of legal action against researchers who publicly disclose zero-day vulnerabilities.

Mobile & Wireless

A simple development setting bypassed protections designed to prevent unauthorized Android apps from accessing Microsoft account tokens, exposing billions of installations.

Vulnerabilities

The bugs could be exploited to elevate privileges to System or create a denial-of-service (DoS) condition.

Malware & Threats

 Fox Tempest provides a service that cybercriminals use to distribute ransomware and other malware disguised as legitimate software.

Copyright © 2026 SecurityWeek ®, a Wired Business Media Publication. All Rights Reserved.

Exit mobile version