Critical SMTP Security Gaps Every CISO Needs to Fix
Learn how to fix critical SMTP security gaps and protect your organization’s email systems.
October 15, 2025
Simple Mail Transfer Protocol (SMTP) still carries every message your business sends, yet it was never built to verify identity, protect personal information, or block sophisticated phishing links. Business Email Compromise (BEC) costs $55 billion annually.
This is because traditional safeguards like SPF, DKIM, DMARC, and secure email gateways stop obvious spam but miss the real danger, that of the trusted accounts silently redirecting wire transfers to criminal accounts. This article reveals five critical SMTP security gaps that every CISO must address.
Here are the five points rewritten in Abnormal's style with internal links and H3 subheadings:
1. Authentication That Only Goes So Far
Email authentication protocols validate technical elements while missing the human context that reveals account compromise. SPF verifies server IPs instead of the sender addresses employees actually see, breaking validation when messages are forwarded through cloud services. DKIM signs headers buried in message code that recipients never compare against visible sender names. DMARC attempts alignment, yet many organizations maintain permissive policies that let look-alike domains slip through.
Why Compromised Accounts Pass Every Check
Stolen executive credentials inherit full authentication credibility, transforming legitimate mailboxes into fraud weapons. These compromised accounts send wire-transfer requests that pass SPF, DKIM, and DMARC because they originate from genuine corporate infrastructure. Forwarding services compound the problem.
Messages legitimately routed through third-party systems lose authentication signals, creating false negatives that block real communications while sophisticated attacks sail through. Behavioral AI solves this gap by analyzing communication patterns, payment anomalies, and timing irregularities that authentication alone cannot detect.
2. Blindness to Behavioral Anomalies
SMTP validates headers while ignoring the behavioral signals that expose business email compromise. Traditional gateways check for malware and known bad domains, but miss context revealing malicious intent.
Spotting Deviations in Communication Patterns
Every user develops unique communication fingerprints: specific recipients, sending frequency, typical hours, and writing style. Compromised accounts break these patterns immediately. These deviations include:
Controllers who normally email three vendors suddenly message several new addresses.
Executives who write formal emails send casual gift card requests.
Traditional filters often miss these red flags due to technical validation passes.
Detecting Malicious Intent With Behavioral AI
Behavioral analytics establishes baselines for every relationship and workflow. The technology learns that your CFO requests wire transfers monthly, always includes legal review, and never marks them urgent. When attackers compromise the account and demand immediate payment to new banks, behavioral models instantly detect the deviation. This contextual analysis catches vendor email compromise attempts where criminals hijack existing conversations, modify banking details, and push for rushed processing.
3. Lack of Granular Visibility Across Tenants
Modern enterprises run Microsoft 365 for corporate email, Google Workspace for acquisitions, and Exchange for legacy systems. Each of these platforms generates separate logs with different formats, creating dangerous blind spots where sophisticated attacks hide.
Security teams waste hours correlating suspicious logins across consoles while attackers move laterally between environments. Compromises starting in overlooked subsidiary tenants spread company-wide before detection. When incidents occur, fragmented telemetry delays response times and complicates forensic investigation.
API-based integration solves visibility gaps by ingesting data directly from every platform without touching the mail flow. This unified approach delivers single-pane investigation capabilities, automated cross-tenant threat correlation, and consistent policy enforcement regardless of where users access email.
4. Gaps in Detecting Payload-Free Attacks
Payload-free attacks contain no links, attachments, or malware; they rely solely on convincing text to manipulate recipients into transferring money or sharing credentials. These social engineering campaigns bypass traditional security focused on technical indicators.
How Generative AI Powers Text-Only Threats
Generative AI creates contextually perfect impersonation emails that mirror executive writing styles. Fake CEO messages request urgent wire transfers. Spoofed IT administrators demand password resets. Fraudulent vendors update banking information. Each message passes technical checks because nothing malicious is detected.
Traditional filters scan for bad links and malware, while these text-based threats slip through. Natural language processing analyzes communication intent, emotional manipulation tactics, and urgency indicators that reveal social engineering attempts hiding in plain text.
5. Overreliance on Static Rules and Filters
Static email filters depend on keyword lists and domain blocklists that require constant manual updates. Attackers defeat these defenses by rotating infrastructure faster than administrators write new rules.
Static Filters Lag Behind Adaptive Attackers
Traditional filtering blocks yesterday's threats while missing today's variants. Criminals register new domains hourly, rewrite phishing templates with AI, and hijack legitimate services to host attacks. By the time administrators add malicious domains to blocklists, attackers have moved to fresh infrastructure. Each rule update triggers an exhausting game where defenders perpetually lag behind.
AI-Driven Adaptation Closes the Gap
Anomaly detection learns each user's normal behavior and automatically adapts to new attack patterns. Instead of matching static signatures, behavioral models examine sender history, language patterns, and request types in real time. When trusted vendors suddenly request cryptocurrency payments or executives send gift card demands from unusual locations, AI recognizes the deviation without requiring rule updates. This self-learning approach delivers consistent protection that evolves alongside emerging threats.
How Abnormal AI Fills the SMTP Gaps
SMTP remains the corporate email backbone, requiring behavioral AI defense layers addressing protocol-level vulnerabilities while preserving existing infrastructure investments.
Abnormal integrates through read-only APIs without MX record changes or mail flow reroutes. The platform ingests telemetry from Microsoft 365, Google Workspace, and Slack, providing unified, real-time visibility and eliminating tenant silos. This approach preserves existing SEG investments while addressing detection gaps.
Abnormal's behavioral AI establishes dynamic baselines for every identity, relationship, and workflow. When vendor mailboxes request new wire-transfer destinations or executives access systems from unfamiliar devices, the platform correlates hundreds of signals to make millisecond decisions about message legitimacy. This precision reduces false positives, cutting alert fatigue while automatically blocking vendor compromise, account takeover, and payload-free BEC attempts.
Ready to close critical SMTP security gaps with behavioral AI? Request a demo to see how Abnormal transforms email from your weakest link into a behavior-driven control point.
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