Head Of Engineering

RunSybil • New York, NY

11d • Hybrid

About The Position

We are looking for a Head of Engineering to build and lead the team behind our AI-powered pentesting platform. You will partner directly with our CTO to shape technical strategy, translate customer needs into product reality, and establish the engineering culture from the ground up. This is a foundational role with real ownership over how we build and what we ship.

Requirements

• 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
• Creative mindset: you defer judgment, let ideas percolate, and ask "why not both?"
• Belief that great products come from quality of thinking, not just following the right process
• Deep understanding of modern development stacks (Python, Typescript, React/Next.js, Containerization, AWS)
• Preference for simple, proven technology choices over bleeding-edge complexity
• Startup DNA: resource awareness, urgency, and a company-survival mindset
• Ability and willingness to work in-person in NYC to collaborate closely with leadership

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

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed