Head of Engineering, AI-Pentesting Platform

Runsybil; New York (NY); Hybrid; USD 250,000 - 300,000; Full time

Job summary

RunSybil is seeking a Head of Engineering in New York to build and lead the team behind our AI-powered pentesting platform. You will partner with the CTO to shape technical strategy, translate customer needs into product reality, and establish the engineering culture from the ground up.

This foundational role requires 8+ years in software engineering with at least 5 years leading teams, a strong product sense, and a track record of scaling in high-growth environments.

Qualifications

• 8+ years of software engineering experience with 5+ years leading engineering team
• Track record of building and scaling engineering teams in high-growth environments
• Strong product sense with high standards, deep understanding of customer motivation, and strong intuition for the main problem you are solving
• Ability to explain the "why" and the tradeoffs in a way that creates clarity for the team

Responsibilities

• Build and lead a high-performing engineering team from the ground up
• Partner with the CTO on day-to-day technical decisions, architecture, and engineering strategy
• Prioritize an environment that values velocity and iteration over lengthy planning cycles and documentation-heavy processes
• Own delivery of our AI-powered pentesting platform, ensuring we ship features that solve real customer problems
• Drive creative execution: solve problems in uncommon and more correct ways to create advantage for the product and the company
• Ask "What are we really trying to do?" before jumping to solutions
• Foster a culture where the team feels safe to share creative ideas, hunches, and intuition alongside data and analysis
• Set a high bar for quality and taste across everything the engineering team ships
• Establish and uphold exemplary standards for code quality, practices, and engineering culture

Skills

Software engineering

Team leadership

Product sense

Tradeoffs clarity

Tools

Python

Typescript

React/Next.js

Containerization

AWS

Job description

RunSybil is seeking a Head of Engineering in New York to build and lead the team behind our AI-powered pentesting platform. You will partner with the CTO to shape technical strategy, translate customer needs into product reality, and establish the engineering culture from the ground up.

This foundational role requires 8+ years in software engineering with at least 5 years leading teams, a strong product sense, and a track record of scaling in high-growth environments.