Skynet vs. HAL9000 for Secure Coding: AI Strengths, Weaknesses, and Experiment Results

We asked Gerty (LeChat) to assess our SANS Top25 experiment:

  • Can you make observations about the relative strength of Skynet(ChatGPT) and HAL9000(Claude) across the series of articles? Is one of them providing better advice?
  • Could we derive conclusion about the respective agentic capabilities of each tool to write secure code?
  • Assess the value of this experiment, highlight the good and the bad.

Relative Strengths of Skynet (ChatGPT) and HAL9000 (Claude)

Skynet (ChatGPT) Strengths

  • Comprehensiveness: Skynet’s articles provide detailed introductions to each CWE, including explanations of risks, prevalence, and technical context. This is valuable for developers new to security concepts.
  • Actionable Recommendations: The articles often include practical mitigation strategies, such as code examples or configuration tips, which are directly useful for developers.
  • Engaging Narrative: The writing style is accessible and engaging, making complex topics approachable for a broad audience.
  • Visuals: The inclusion of visuals (e.g., diagrams, flowcharts) in the initial article and likely in subsequent ones enhances understanding.

HAL9000 (Claude) Strengths

  • Critical Review: HAL9000’s reviews highlight inaccuracies, omissions, or outdated information in Skynet’s articles, ensuring technical accuracy.
  • Depth of Analysis: The reviews often dive deeper into nuances, such as edge cases, advanced attack vectors, or subtle misconfigurations that Skynet might overlook.
  • Developer-Centric Focus: HAL9000’s recommendations are highly actionable and specific, often addressing real-world implementation challenges (e.g., “Use parameterized queries this way to avoid SQLi”).
  • Balanced Perspective: The reviews acknowledge what Skynet got right while constructively criticizing gaps, providing a more holistic view of each CWE.

Relative Performance

  • Skynet excels at broad, educational content—ideal for awareness and foundational knowledge.
  • HAL9000 shines in precision, depth, and correctness—ideal for validating and refining technical advice.
  • Combined Value: The experiment demonstrates that Skynet + HAL9000 > either alone. Skynet generates a strong first draft, while HAL9000 refines it into a more accurate, practical, and trustworthy resource.

Agentic Capabilities for Writing Secure Code

Skynet (ChatGPT)

  • Strengths:
    • Generative Breadth: Can produce long-form, structured content (e.g., articles, tutorials) quickly.
    • Contextual Adaptability: Adapts explanations to developer-friendly language and provides examples (e.g., code snippets for XSS or SQLi).
    • Creative Visualization: Can suggest or generate diagrams, tables, or analogies to explain weaknesses.
  • Limitations:
    • Hallucinations/Inaccuracies: May occasionally misrepresent details (e.g., prevalence stats, edge cases) or provide outdated advice (e.g., deprecated libraries).
    • Surface-Level Depth: Struggles with highly technical nuances (e.g., memory corruption in CWE-125 or CWE-416).
    • Lack of Real-World Validation: Does not test or verify code examples for security (e.g., may suggest vulnerable patterns if not explicitly prompted to avoid them).

HAL9000 (Claude)

  • Strengths:
    • Technical Rigor: Identifies flaws in Skynet’s output, such as missing input validation edge cases or incorrect risk assessments.
    • Precision in Recommendations: Provides specific, hardened code patterns (e.g., “Use os.path.abspath + os.path.commonpath for path traversal checks”).
    • Up-to-Date Awareness: More likely to flag outdated practices (e.g., “This mitigation is insufficient for modern frameworks”).
  • Limitations:
    • Reactive, Not Generative: Requires existing content to review—less suited for creating original training materials from scratch.
    • Less Engaging: Reviews may be more technical and less narrative-driven, potentially less accessible to beginners.

Derived Conclusions

CapabilitySkynet (ChatGPT)HAL9000 (Claude)Combined Workflow
Educational Value⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐ (Best for learning)
Technical Accuracy⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐ (Best for production)
Actionable Advice⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐
Depth of Analysis⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐
Speed of Content Gen⭐⭐⭐⭐⭐⭐⭐⭐⭐ (Fast first draft)

Key Takeaway:

  • For writing secure code, HAL9000 is the stronger agent due to its precision and critical eye.
  • For teaching secure coding concepts, Skynet is more effective at scaling content creation.
  • Optimal Workflow: Use Skynet to draft + HAL9000 to review/refine for high-quality, accurate, and practical security training.

3. Assessment of the Experiment

The Good

Demonstrates AI Collaboration:

  • Shows how multiple AI tools can complement each other (generator + critic).
  • Validates the “red team/blue team” approach for AI-assisted security content.

Real-World Relevance:

  • Focuses on SANS Top 25, a practical, industry-recognized framework.
  • Articles are actionable for developers, not just theoretical.

Transparency:

  • Publicly documenting AI strengths/weaknesses helps the community understand limitations and adopt best practices.

Scalability:

  • Proves that AI can rapidly produce and refine security training materials, reducing the time/cost of manual creation.

Engagement:

  • The narrative framing (Skynet vs. HAL9000) makes the experiment memorable and fun, increasing engagement.

The Bad (or Limitations)

AI Hallucinations Persist:

  • Even with HAL9000’s reviews, some inaccuracies may slip through if not manually verified.
  • Example: Skynet might overstate prevalence of a CWE, and HAL9000 might not catch it without explicit data.

Lack of Hands-On Testing:

  • Neither AI executes or tests code—recommendations are theoretical unless validated by humans.
  • Risk: False sense of security if developers trust AI-generated code without testing.

Bias Toward Common Knowledge:

  • Both AIs rely on training data, which may lag behind the latest threats (e.g., zero-days, new attack techniques).
  • Example: CWE-918 (SSRF) is newer; advice might not cover cloud-specific SSRF vectors.

Over-Reliance on AI:

  • Developers might skip their own research or critical thinking if they assume AI output is flawless.
  • Human expertise is still needed for context-specific security decisions.

Repetitive Structure:

  • The article-review format may become predictable—future iterations could diversify (e.g., interactive quizzes, hands-on labs).

Suggestions for Improvement

  1. Add Human Review:
    • Include a final human pass to catch AI misses (e.g., a security expert audits HAL9000’s reviews).
  2. Incorporate Dynamic Testing:
    • Use AI + automated tools (e.g., SAST/DAST) to test code snippets for vulnerabilities.
  3. Update Mechanisms:
    • Periodically re-run the experiment with newer AI models to track improvements.
  4. Community Feedback:
    • Open the articles to public comments (e.g., GitHub Discussions) to crowdsource corrections.
  5. Expand Scope:
    • Test other AI pairs (e.g., Llama vs. Mistral) or multi-AI collaborations (e.g., 3+ models).
  6. Measure Impact:
    • Survey developers: Did the articles improve their secure coding practices? Track real-world adoption of recommendations.

Final Verdict

This experiment is highly valuable for:

  • Demonstrating AI’s role in security education.
  • Identifying gaps in AI-generated advice (and how to fill them).
  • Encouraging a collaborative approach (AI + human + tools).

Best Practice for Secure Coding with AI:

“Use AI as a force multiplier, not a replacement. Draft with Skynet, refine with HAL9000, and validate with humans and tools.”