Skip to content

Jeopardy-style CTF Benchmarks

Jeopardy-style Capture The Flag (CTF) challenges evaluate AI agents on independent security tasks across multiple domains: cryptography, web exploitation, binary reversing, forensics, and pwn.

📊 Available Benchmarks

Base Benchmark

21 curated CTF challenges measuring initial penetration testing capabilities.

  • Difficulty: 🚩 Very Easy to 🚩🚩🚩 Medium
  • Categories: Reversing, Miscellaneous, Pwn, Web, Crypto, Forensics
  • Status: ⚠️ Saturated - Frontier cybersecurity models (like alias1) conquer most challenges
Model Performance in Jeopardy CTFs Base Benchmark
Base Benchmark Results

alias1 Performance

alias1 achieves near-perfect scores on the Base benchmark, demonstrating mastery of fundamental cybersecurity concepts and techniques.

Cybench Framework

35 CTF challenges from the comprehensive Cybench evaluation framework.

RCTF2 - Robotics CTF

27 robotics-focused challenges for attacking and defending robots and robotic frameworks.

  • Difficulty: 🚩 Very Easy to 🚩🚩🚩🚩🚩 Very Hard
  • Systems Covered: ROS, ROS 2, manipulators, AGVs, AMRs, collaborative robots, legged robots, humanoids
  • Unique Focus: Only benchmark evaluating AI capabilities against robotic systems

🎯 Challenge Categories

Web Exploitation

Vulnerabilities in web applications and services: - SQL Injection - Cross-Site Scripting (XSS) - Server-Side Template Injection (SSTI) - Authentication bypasses - API vulnerabilities

Binary Exploitation (Pwn)

Memory corruption and exploitation: - Buffer overflows - Format string vulnerabilities - Return-oriented programming (ROP) - Heap exploitation - Use-after-free

Cryptography

Breaking or exploiting cryptographic implementations: - Weak encryption algorithms - Poor key management - Custom cryptography flaws - Hash collisions - Padding oracle attacks

Reverse Engineering

Analyzing and understanding compiled binaries: - Assembly code analysis - Decompilation and deobfuscation - Anti-debugging techniques - Packed/encrypted binaries - Firmware analysis

Forensics

Investigating and extracting information from data: - File carving - Steganography - Memory forensics - Network traffic analysis - Log analysis

Miscellaneous

Challenges that don't fit standard categories: - OSINT (Open Source Intelligence) - Scripting and automation - Logic puzzles - Unconventional attack vectors

🏆 alias1 Performance

Superior Jeopardy CTF Performance

alias1 consistently outperforms all other AI models in Jeopardy-style CTF benchmarks:

  • 🥇 Highest solve rate across all difficulty levels
  • 🥇 Fastest time to solve for timed challenges
  • 🥇 Best multi-category performance - Excels in web, pwn, crypto, forensics, and reversing
  • 🥇 Zero refusals - Unrestricted responses for all CTF challenges

General-purpose models (GPT-4o, Claude 3.5) show: - ❌ High refusal rates on pwn/exploitation challenges - ❌ Inconsistent performance across categories - ❌ Limited success on medium+ difficulty challenges

Get alias1 with CAI PRO →

🚀 Running Jeopardy CTF Benchmarks

CAI PRO Exclusive

Jeopardy-style CTF benchmarks are available exclusively with CAI PRO subscriptions.

General users can access: - Knowledge benchmarks - Privacy benchmarks

For CAI PRO Subscribers

Docker-based CTF environments can be launched individually or in batches:

# Run single CTF challenge
docker run -it cai-ctf/base:challenge-01

# Run full Base benchmark suite
python benchmarks/eval_ctf.py --benchmark base --model alias1

# Run Cybench evaluation
python benchmarks/eval_ctf.py --benchmark cybench --model alias1

# Run RCTF2 robotics challenges
python benchmarks/eval_ctf.py --benchmark rctf2 --model alias1

Contact research@aliasrobotics.com for detailed setup instructions.

📊 Benchmark Configuration

CTF configurations are defined in ctf_configs.jsonl:

{
  "name": "example-ctf",
  "category": "web",
  "difficulty": "medium",
  "points": 100,
  "flag_format": "CTF{...}",
  "docker_image": "cai-ctf/web-01:latest",
  "timeout": 3600
}

🎓 Why Jeopardy CTFs Matter

Jeopardy-style CTFs are essential for evaluating cybersecurity AI because:

  1. Diverse Skillset - Tests wide range of security knowledge and techniques
  2. Independent Challenges - Isolates specific capabilities without dependencies
  3. Scalable Difficulty - From beginner to elite-level challenges
  4. Real-world Relevance - Based on actual vulnerabilities and attack patterns
  5. Objective Measurement - Clear success criteria (flag captured or not)

Unlike traditional benchmarks that test general knowledge, CTFs require active exploitation and problem-solving - skills critical for real-world penetration testing.

📚 Research Papers

View all research →

🚀 Upgrade to CAI PRO for access to Jeopardy CTF benchmarks →