Detecting and Characterizing Lateral Phishing at Scale
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Abstract (arXiv)
We present the first large-scale characterization of lateral phishing attacks, based on a dataset of 113 million employee-sent emails from 92 enterprise organizations. In a lateral phishing attack, adversaries leverage a compromised enterprise account to send phishing emails to other users, benefitting from both the implicit trust and the information in the hijacked user's account. We develop a classifier that finds hundreds of real-world lateral phishing emails, while generating under four false positives per every one-million employee-sent emails. Drawing on the attacks we detect, as well as a corpus of user-reported incidents, we quantify the scale of lateral phishing, identify several thematic content and recipient targeting strategies that attackers follow, illuminate two types of sophisticated behaviors that attackers exhibit, and estimate the success rate of these attacks. Collectively, these results expand our mental models of the 'enterprise attacker' and shed light on the current state of enterprise phishing attacks.
Key facts. Cited by 20 papers in the map (data through 7 Oct 2026). First posted on arXiv 2 Oct 2019.
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Citing papers per year: 2021: 3; 2022: 5; 2023: 3; 2024: 1; 2025: 6; 2026: 2.
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- 2021Unsolved Problems in ML Safetycited by 291
- 2023From Chatbots to PhishBots? -- Preventing Phishing scams created using ChatGPT, Google Bard and Claudecited by 12
- 2024Lateral Phishing With Large Language Models: A Large Organization Comparative Studycited by 12
- 2022Multi-SpacePhish: Extending the Evasion-space of Adversarial Attacks against Phishing Website Detectors using Machine Learningcited by 7
- 2021RAIDER: Reinforcement-aided Spear Phishing Detectorcited by 6
- 2022Phishing URL Detection: A Network-based Approach Robust to Evasioncited by 6
- 2025LLMs unlock new paths to monetizing exploitscited by 5
- 2022PhishSim: Aiding Phishing Website Detection with a Feature-Free Toolcited by 4
- 2025On the Feasibility of Using MultiModal LLMs to Execute AR Social Engineering Attackscited by 2
- 2025SEAR: A Multimodal Dataset for Analyzing AR-LLM-Driven Social Engineering Behaviorscited by 2
- 2022Profiler: Profile-Based Model to Detect Phishing Emailscited by 1
- 2023Augmenting Rule-based DNS Censorship Detection at Scale with Machine Learningcited by 1
8 more
- 2023A Modular and Adaptive System for Business Email Compromise Detectioncited by 1
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariantscited by 1
- 2021Holmes: An Efficient and Lightweight Semantic Based Anomalous Email Detectorcited by 0
- 2022Classification of Web Phishing Kits for early detection by platform providerscited by 0
- 2025Taming Data Challenges in ML-based Security Tasks Using Generative AIcited by 0
- 2025Per-sender neural network classifiers for email authorship validationcited by 0
- 2026"Are You Sure?": An Empirical Study of Human Perception Vulnerability in LLM-Driven Agentic Systemscited by 0
- 2026Can LLM Agents Simulate Dynamic Networks? A Case Study on Email Networks with Phishing Synthesiscited by 0
- 2026Can LLM Agents Simulate Dynamic Networks? A Case Study on Email Networks with Phishing Synthesis20 Mar 2026
- 2026"Are You Sure?": An Empirical Study of Human Perception Vulnerability in LLM-Driven Agentic Systems24 Feb 2026
- 2025Per-sender neural network classifiers for email authorship validation9 Aug 2025
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariants21 Jul 2025
- 2025Taming Data Challenges in ML-based Security Tasks Using Generative AI8 Jul 2025
- 2025SEAR: A Multimodal Dataset for Analyzing AR-LLM-Driven Social Engineering Behaviors30 May 2025
- 2025LLMs unlock new paths to monetizing exploits16 May 2025
- 2025On the Feasibility of Using MultiModal LLMs to Execute AR Social Engineering Attacks16 Apr 2025
- 2024Lateral Phishing With Large Language Models: A Large Organization Comparative Study18 Jan 2024
- 2023From Chatbots to PhishBots? -- Preventing Phishing scams created using ChatGPT, Google Bard and Claude29 Oct 2023
- 2023A Modular and Adaptive System for Business Email Compromise Detection21 Aug 2023
- 2023Augmenting Rule-based DNS Censorship Detection at Scale with Machine Learning3 Feb 2023
8 more
- 2022Multi-SpacePhish: Extending the Evasion-space of Adversarial Attacks against Phishing Website Detectors using Machine Learning24 Oct 2022
- 2022Classification of Web Phishing Kits for early detection by platform providers15 Oct 2022
- 2022Phishing URL Detection: A Network-based Approach Robust to Evasion3 Sep 2022
- 2022Profiler: Profile-Based Model to Detect Phishing Emails18 Aug 2022
- 2022PhishSim: Aiding Phishing Website Detection with a Feature-Free Tool13 Jul 2022
- 2021Unsolved Problems in ML Safety28 Sep 2021
- 2021RAIDER: Reinforcement-aided Spear Phishing Detector17 May 2021
- 2021Holmes: An Efficient and Lightweight Semantic Based Anomalous Email Detector16 Apr 2021
- 2021Unsolved Problems in ML Safetycited by 291
- 2023From Chatbots to PhishBots? -- Preventing Phishing scams created using ChatGPT, Google Bard and Claudecited by 12
- 2024Lateral Phishing With Large Language Models: A Large Organization Comparative Studycited by 12
- 2022Multi-SpacePhish: Extending the Evasion-space of Adversarial Attacks against Phishing Website Detectors using Machine Learningcited by 7
- 2021RAIDER: Reinforcement-aided Spear Phishing Detectorcited by 6
- 2022Phishing URL Detection: A Network-based Approach Robust to Evasioncited by 6
- 2025LLMs unlock new paths to monetizing exploitscited by 5
- 2022PhishSim: Aiding Phishing Website Detection with a Feature-Free Toolcited by 4
- 2022Profiler: Profile-Based Model to Detect Phishing Emailscited by 1
- 2023Augmenting Rule-based DNS Censorship Detection at Scale with Machine Learningcited by 1
- 2023A Modular and Adaptive System for Business Email Compromise Detectioncited by 1
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariantscited by 1
12 most cited of 16 All 16 (JSON)
- 2025Per-sender neural network classifiers for email authorship validation9 Aug 2025
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariants21 Jul 2025
- 2025Taming Data Challenges in ML-based Security Tasks Using Generative AI8 Jul 2025
- 2025LLMs unlock new paths to monetizing exploits16 May 2025
- 2024Lateral Phishing With Large Language Models: A Large Organization Comparative Study18 Jan 2024
- 2023From Chatbots to PhishBots? -- Preventing Phishing scams created using ChatGPT, Google Bard and Claude29 Oct 2023
- 2023A Modular and Adaptive System for Business Email Compromise Detection21 Aug 2023
- 2023Augmenting Rule-based DNS Censorship Detection at Scale with Machine Learning3 Feb 2023
- 2022Multi-SpacePhish: Extending the Evasion-space of Adversarial Attacks against Phishing Website Detectors using Machine Learning24 Oct 2022
- 2022Classification of Web Phishing Kits for early detection by platform providers15 Oct 2022
- 2022Phishing URL Detection: A Network-based Approach Robust to Evasion3 Sep 2022
- 2022Profiler: Profile-Based Model to Detect Phishing Emails18 Aug 2022
12 newest of 16 All 16 (JSON)