Remote AI-Driven Pentest Engineer

RunSybil Inc.; United States; Remote; USD 170,000 - 210,000; Full time

Benefits offered by this job

Equity

Remote work

Job summary

RunSybil Inc. in the United States is seeking a Security Software Engineer to own the research and development of offensive capabilities powering Sybil, from vulnerability discovery through production delivery.

You will work closely with our engineering and product teams to translate offensive security intuition into repeatable, AI-driven capabilities. If you thrive in ambiguity, move fast, and want your work to have a direct impact on a product customers rely on, this is the role for you.

Qualifications

• 4+ years of software engineering experience, with meaningful time in offensive security contexts.
• Hands-on experience finding vulnerabilities across a variety of targets, whether through red teaming, bug bounty, CTF, or production pentesting
• Strong Python fundamentals: you have designed, deployed, and maintained backend systems in production
• Experience building with LLMs or generative AI tools, including prompt engineering and integrating model outputs into real workflows
• A builder's instinct: you default to figuring things out, not waiting for direction
• Familiarity with DevOps and infrastructure concepts; you can own your own deployment pipeline
• Strong written communication; you can explain a vulnerability, a design decision, or a tradeoff clearly

Responsibilities

• Research and develop offensive agentic capabilities that become core Sybil features
• Hunt for real vulnerabilities across a range of target environments and translate what you find into repeatable, automated techniques
• Build and ship end-to-end customer-facing features: from research spike to production deployment
• Design and implement LLM-powered tooling that extends Sybil's reach and depth across attack surfaces
• Identify gaps in our offensive coverage and propose technical initiatives to close them, without waiting to be asked
• Contribute to technical design discussions, review your teammates' work, and hold a high bar for what we ship
• Operate with ownership: you define the problem, build the solution, and see it through

Skills

Software engineering

Offensive security

Python

LLMs / AI tools

DevOps concepts

Strong communication

Tools

Python backend

LLM tooling

Prompt engineering

Production systems

Job description

RunSybil Inc. in the United States is seeking a Security Software Engineer to own the research and development of offensive capabilities powering Sybil, from vulnerability discovery through production delivery.

You will work closely with our engineering and product teams to translate offensive security intuition into repeatable, AI-driven capabilities. If you thrive in ambiguity, move fast, and want your work to have a direct impact on a product customers rely on, this is the role for you.