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About the Role
We are hiring our Head of Engineering to help lead the technical build-out of Pi's platform at a pivotal, early stage. You will report directly to our CEO/co-founder and work closely with a small, high-caliber team as we scale the organization. This is a hands-on leadership role involving coding, reviewing code, making architectural decisions, hiring, mentoring, and shaping team processes.
Responsibilities
- Own execution of the engineering roadmap end to end, working closely with the CEO/co-founder on product and technical strategy.
- Stay hands-on — writing code, reviewing PRs, and making architecture and design decisions, especially in core systems like codebase ingestion, root-cause analysis, remediation generation, and the Sloane assistant.
- Recruit, hire, and onboard Pi's next engineers, and establish processes, standards, and culture for a fast-moving team.
- Set technical direction across the stack, including backend services, AI/ML pipelines, and customer workflow integrations, balancing speed with reliability.
- Partner cross-functionally with founders on customer-facing technical conversations.
- Build scalable engineering practices such as testing, code review, on-call, and incident response.
- Champion security and quality in our own engineering practices.
Requirements
- Proven experience as a hands-on engineering leader (e.g., Head of Engineering, VP Engineering, or Staff/Principal Engineer moving into leadership) at an early- or growth-stage startup, ideally having helped scale a team from single digits.
- Strong full-stack or backend engineering background with the technical depth to be a contributor.
- Experience building and shipping complex, data-intensive, or AI/ML-driven products, ideally involving large codebases, static/dynamic analysis, or developer tooling.
- A track record of hiring and developing strong engineers, and building engineering culture and process from a small base.
- Comfort operating in a fast-moving, ambiguous startup environment, with the judgment to balance speed and caution.
- Excellent communication skills, with the ability to translate between technical and business contexts.
- Willingness and desire to work onsite in San Francisco full-time.
Skills
- Backend engineering
- Full-stack engineering
- AI/ML
- Large codebases
- Static analysis
- Dynamic analysis
- Developer tooling
- Hiring
- Team development
- Engineering culture
- Process building
- Communication
- Application security
- Product security
- Vulnerability management
- Developer-tooling integrations
- LLM/agentic systems
- Security-focused company experience
Location
- San Francisco
Work Type
- Onsite
- Full-time
Experience Level
- Early-stage startup leadership
- Growth-stage startup leadership
- Scaling teams
Salary/Compensations
- Competitive salary
- Meaningful equity
About the Company
- Pi is an agentic product security platform helping engineering teams secure software as fast as they build it.
- Pi closes the gap between accelerated code shipping and security review by ingesting codebases, past incidents, and pentest history to build institutional security memory, trace vulnerabilities to root causes, and deliver contextual fixes.
- Prevention guardrails stop reintroduction of issues, and the AI assistant 'Sloane' provides instant answers on codebase security posture and history.
- Trusted by organizations like Lemonade, Teramind, Navan, and frontier AI labs.
- Recently raised $35M, backed by Brightmind Partners and Third Point Ventures, with participation from industry leaders.
- The company believes in building together, in person.
Equal Opportunity
- Pi Security is an equal opportunity employer.
- We welcome applicants of all backgrounds and are committed to building a diverse and inclusive team.