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Penetration Tester / Security Researcher

Sepal AI12 days ago
Toronto, Ontario
$40 - $90/hour
Mid Level
part_time

Top Benefits

Remote
Flexible hours (project-based, async)

About the role

Note you must apply at this link in order to be considered: https://expert-hub.sepalai.com/application?applicationFormId=a3e099bb-4b46-4c57-b46c-20e51ca12bf7&outreachCampaignId=3c4a0b58-05b7-406f-8da8-6e9f7a3f90af

Sepal AI partners with top AI research labs (OpenAI, Anthropic, Google DeepMind) to determine how dangerous AI models are. We need hackers, red-teamers, and CTF veterans to work with the newest LLM coding models to understand what they're capable of and to hack our CTFs.

🧠 What You'll Do

  • Design adversarial scenarios that probe AI assistants for injection, privilege-escalation, and data-exfiltration risks.
  • Execute red-team engagements against AI-enabled workflows (web, cloud, and SaaS).
  • Craft realistic exploit chains and payloads a real attacker might use, then measure whether the model blocks or facilitates the attack.
  • Build scoring rubrics, attack trees, and reproducible test harnesses to grade model resilience.
  • Collaborate with AI researchers to iterate on defenses, patch vulnerabilities, and improve sandboxing & policy enforcement.

✅ Who You Are

  • OSCP (or comparable) certification and 3+ years in professional red teaming or offensive security.
  • Proven CTF track record; comfortable with web, cloud, and application exploits.
  • Fluent in Python/Bash tooling, custom payload development, and exploit automation.
  • Strong grasp of common enterprise stacks (OAuth, SAML, REST, SQL, cloud IAM).
  • Passionate about AI safety and eager to keep cutting-edge models from becoming attack surfaces.

💸 Pay: $40–90/hr

🌍 Remote

⏱ Flexible hours (project-based, async)

About Sepal AI

11-50

Sepal AI is helping the next generation of Artificial Intelligence companies build human intelligence in domain specific use cases.