SpearBot: Leveraging Large Language Models in a Generative-Critique Framework for Spear-Phishing Email Generation
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Abstract (arXiv)
Large Language Models (LLMs) are increasingly capable, aiding in tasks such as content generation, yet they also pose risks, particularly in generating harmful spear-phishing emails. These emails, crafted to entice clicks on malicious URLs, threaten personal information security. This paper proposes an adversarial framework, SpearBot, which utilizes LLMs to generate spear-phishing emails with various phishing strategies. Through specifically crafted jailbreak prompts, SpearBot circumvents security policies and introduces other LLM instances as critics. When a phishing email is identified by the critic, SpearBot refines the generated email based on the critique feedback until it can no longer be recognized as phishing, thereby enhancing its deceptive quality. To evaluate the effectiveness of SpearBot, we implement various machine-based defenders and assess how well the phishing emails generated could deceive them. Results show these emails often evade detection to a large extent, underscoring their deceptive quality. Additionally, human evaluations of the emails' readability and deception are conducted through questionnaires, confirming their convincing nature and the significant potential harm of the generated phishing emails.
Key facts. Cited by 3 papers in the map (data through 14 Oct 2026). First posted on arXiv 15 Dec 2024.
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Citing papers per year: 2025: 2; 2026: 1.
3 papers.
- 2026The System Prompt Is the Attack Surface: How LLM Agent Configuration Shapes Security and Creates Exploitable Vulnerabilitiescited by 2
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariantscited by 1
- 2025Trustworthiness Calibration Framework for Phishing Email Detection Using Large Language Modelscited by 0
- 2026The System Prompt Is the Attack Surface: How LLM Agent Configuration Shapes Security and Creates Exploitable Vulnerabilities26 Mar 2026
- 2025Trustworthiness Calibration Framework for Phishing Email Detection Using Large Language Models6 Nov 2025
- 2025PiMRef: Deducing Ever-evolving Spear-phishing Emails with Knowledge Base Invariants21 Jul 2025
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- 2024Prompted Contextual Vectors for Spear-Phishing Detection
- 2025Phishing Email Detection Using Large Language Models
- 2026An Empirical Evaluation of Prompt Injection Vulnerabilities in Large Language Models Across Multilingual and Obfuscated Attack Scenarios
- 2026User-Centric Phishing Detection: A RAG and LLM-Based Approach ↗
- 2023From Chatbots to PhishBots? -- Preventing Phishing scams created using ChatGPT, Google Bard and Claude
- 2025Evaluating Large Language Models for Phishing Detection, Self-Consistency, Faithfulness, and Explainability
- 2025Phishing Detection in the Gen-AI Era: Quantized LLMs vs Classical Models
- 2026GuardPhish: Securing Open-Source LLMs from Phishing Abuse