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Sherlocked Security – AI-Powered Cybersecurity & Penetration TestingSherlocked Security – AI-Powered Cybersecurity & Penetration Testing
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  • About Us
  • Services
    • Application Security Services
    • Business Continuity & Resilience
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  • AI-Driven Personalized Phishing Simulation
Phishing & Awareness Training

AI-Driven Personalized Phishing Simulation

  • May 10, 2025
  • 0

🤖 Sherlocked Security – AI-Driven Personalized Phishing Simulation

When Threat Actors Use AI, So Should Your Defense.


📄 1. Statement of Work (SOW)

Service Name: AI-Driven Personalized Phishing Simulation & Behavior Profiling
Client Type: Fortune 500 Companies, Financial Institutions, Law Firms, Government Agencies
Service Model: AI-Powered Recon + Custom Payloads + Realistic Simulation + Resilience Scoring
Compliance Coverage: NIST CSF, GDPR (Security Awareness), ISO/IEC 27001, CISA Phishing Guidance
Testing Types:

  • OSINT-Based Social Engineering
  • AI-Generated Personalized Email Phishing
  • LLM-Crafted BEC, HR, and Vendor Scenarios
  • Deepfake-Style Voice or Text Simulation
  • Advanced Payload Delivery (Multi-Vector)
  • Behavioral Pattern Mimicking (Inbox Language, Timing)
  • Executive Impersonation (Spear Phishing)

🧠 2. Our Approach

🤯 Understand. Imitate. Exploit. Educate.

[OSINT Recon] → [AI Profile Generation] → [Phishing Payload Design] → [Simulated Delivery] → [User Behavior Logging] → [Resilience Score Mapping] → [Feedback & Training]

 


🧪 3. Methodology

[Target Recon with OSINT AI] → [AI Email Generation] → [Phishing Delivery] → [User Behavior Capture] → [Real-Time Metrics] → [Training Injection] → [Reporting]


📦 4. Deliverables to the Client

  1. 🧠 AI-Generated Phishing Simulation Report
  2. 📬 Payload Samples with Contextual Explanation
  3. 📊 User Behavior Metrics & Heatmap
  4. 🕵️ OSINT Profile Summary per User Segment
  5. 🎣 Simulation Response Videos (optional)
  6. 🔁 Comparative Analysis (Generic vs AI-Driven)
  7. 🏆 Human Risk Scoring Dashboard
  8. 🎓 Targeted Awareness Content Based on AI Simulation

🤝 5. What We Need from You (Client Requirements)

  • ✅ Targeted user segments or roles (e.g., finance, HR)
  • ✅ Internal policy clearance for deep personalization
  • ✅ Consent from HR, Legal & Security Heads
  • ✅ Optional: Sample internal emails or signatures
  • ✅ Secure communication channel for data sharing

🧰 6. Tools & Technology Stack

  • 🧠 AI Models: GPT-4, LLaMA, Claude for LLM-generated phishing
  • 🕸️ OSINT Tools: Maltego, Recon-ng, Harvester, LinkedIn Scraper
  • 🎣 Delivery Tools: GoPhish, Custom SMTP Engines
  • 🧬 AI Profilers: Custom NLP-based behavior analyzers
  • 📊 Reporting & Metrics: Elastic Stack, Redash, PowerBI
  • 📱 Deepfake Voice/SMS Simulators (on-request): ElevenLabs, Twilio, Resemble.ai

🚀 7. Engagement Lifecycle (Lead → Closure)

1. Discovery Call → 2. Recon Permission & Scope → 3. AI Simulation Design → 4. Payload Generation & Delivery → 5. Metrics Logging → 6. Risk Scoring → 7. Report Delivery + Awareness Injection


🌟 8. Why Sherlocked Security? (Our USP)

Feature Sherlocked Advantage
🧠 AI-Powered Realism Each payload tailored using actual public user data
🕵️ LLM-Based Language Mimicry Mirrors inbox tone, timing, and habits
📊 Deep Metrics Behavioral heatmaps by role, region, or team
🎯 Precision Awareness Custom training content based on actual threat response
🔁 Continuous Learning AI improves simulation accuracy over campaigns

📚 9. Real-World Case Studies

🧑‍⚖️ Executive Spear Phishing (Legal Sector)

Test: AI generated legal-style document from fake GC address
User Response: Senior associate clicked and opened attachment
Impact: Demonstrated legal team vulnerability to familiar tone
Fixes: Mandatory exec-level AI phishing awareness module


💰 Financial Analyst Impersonation (Banking)

Test: AI-created payroll update request from spoofed HR
User Response: Forwarded to payroll team with no verification
Impact: High trust in internal sender formatting
Fixes: Enhanced policy on payment changes, BEC flag training


🛡️ 10. SOP – Standard Operating Procedure

  1. Stakeholder briefing and policy alignment
  2. Target role selection and approval
  3. AI-driven OSINT and profile generation
  4. Payload generation and simulation setup
  5. Email/SMS/voice phishing launch
  6. Real-time behavior logging
  7. Human risk score mapping
  8. Awareness session with personalized insights

📋 11. Sample AI-Driven Phishing Checklist (Preview)

  1. Approve use of publicly available user data
  2. Gather OSINT using LinkedIn, GitHub, Google, etc.
  3. Generate realistic email content using LLM
  4. Design spoofed sender profiles and templates
  5. Send phishing emails using custom delivery engine
  6. Track user open, click, and submit behaviors
  7. Analyze language match and timing response
  8. Score each target based on resilience patterns
  9. Push tailored awareness content post-simulation
  10. Compare AI-generated vs baseline campaign results

📬 Contact Us or 📅 Book a Consultation


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Sherlocked Security – AI-Powered Cybersecurity & Penetration TestingSherlocked Security – AI-Powered Cybersecurity & Penetration Testing