Terra Security is on track to become the next breakout cybersecurity company. As the winner of the 2025 AWS + CrowdStrike + NVIDIA Cybersecurity Startup Accelerator, Terra has earned recognition from some of the most influential names in modern security. The company has raised $38 million to date, including a $30 million Series A led by Felicis Ventures with participation from Dell Technologies Capital, Silicon Valley CISO Investments (SVCI), SYN Ventures, LAMA Partners, Underscore VC, and Capital One Ventures.

Terra’s platform is powered by a swarm of fine-tuned AI agents with human-in-the-loop oversight, delivering unmatched efficiency, accuracy, and continuous attack surface coverage. It runs thousands of best-in-class tests and crafts tailored, exploit-driven assessments based on each organization's unique business logic and risk profile.

Summary

As a Penetration Tester, you will bring a blend of strong technical skills, an offensive security mindset, and the independence to own complex assessments from start to finish. You will act as a strong builder who thrives in fast-paced environments, making a real impact on the front lines of an early-stage startup. You will be the bridge between traditional expert hacking and our autonomous AI swarm, ensuring our platform reflects the most cutting-edge adversarial tradecraft.

What You’ll Do

• Lead deep-dive penetration tests on Web Applications and APIs, identifying critical vulnerabilities and demonstrating their real-world impact.
• Work closely with our AI research and engineering teams to integrate offensive methodologies into our "AI Swarm" architecture, providing the human-in-the-loop oversight that ensures accuracy.
• Research and develop new exploitation techniques to keep our platform ahead of emerging threats and unique business logic risks.
• Translate technical vulnerabilities into clear, high-quality security reports that provide actionable remediation guidance for our customers.
• Maintain exceptionally high quality control standards, ensuring that our AI-driven assessments meet the rigorous technical benchmarks required by modern enterprises.
  
  

Requirements

• 1-2+ years of hands-on experience in Web Application and API Penetration Testing.
• Strong understanding of common attack methodologies, exploitation techniques, and the OWASP Top 10.
• Deep knowledge of networking protocols (TCP/HTTP) and both client-side and server-side languages.
• Practical expertise with Burp Suite, Caido, and other widely used security testing utilities.
• Exceptional skills in writing clear, high-quality security reports, including technical findings and actionable remediation guidance.
• High-level English proficiency—fluent in reading, writing, and speaking.
• A continuous learner who stays ahead of the evolving threat landscape and thrives in a "zero-to-one" environment.
  
  

Advantage

• Coding experience (scripting, automation, or secure software development).
• Experience in managing and mentoring other pen-testers.
• Proven experience working with AI tools and the ability to effectively integrate them into daily automation workflows.