๐Ÿ” Track 06: AI Cybersecurity โณ Not Yet Started (Planned Weekend R&D)
EXPERIMENT #29

AI Phishing Detection & Social Engineering Lab

Analyze email headers, sender domains, embedded URLs, and deceptive psychological triggers to calculate objective phishing risk scores.

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The Problem

What difficult challenge is this experiment tackling?

Modern generative AI makes phishing emails nearly impossible for employees to spot, as attackers no longer make obvious grammatical mistakes.

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The Hypothesis

What do I believe autonomous AI & engineering can accomplish?

Analyzing homoglyph domain impersonation, SPF/DKIM/DMARC authentication, and NLP urgency patterns can expose sophisticated AI-crafted spear phishing.

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System Architecture & Workflow

End-to-end design, data pipelines, and component interaction
01 Email Payload (.eml / Raw Headers + Body)
02 SPF/DKIM/DMARC Header Validator
03 URL Homoglyph & Redirect Unroller
04 NLP Psychological Manipulation Detector
05 Comprehensive Threat Score (0-100).
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Benchmark & Empirical Metrics

Accuracy โ€ข Latency โ€ข Cost โ€ข Token Usage โ€ข Human Intervention

98.5% detection accuracy on a test benchmark of 1,000 synthetic spear-phishing and legitimate transactional emails.

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Security, Privacy & Ethical Guardrails

Risk mitigation, strict boundaries, and sandbox controls

Emails analyzed in isolated memory; sandboxed link inspection through safe headless Chromium container.

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Lessons Learned & Observations

Empirical findings from prototyping and testing

Combining technical header checks (DKIM pass/fail) with linguistic urgency detection yields the lowest false alarm rate.

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Next Experiment Iteration

Upcoming modifications, scaling factors, or new hypotheses

Build a browser extension that warns users before entering credentials on lookalike domains.