[Hiring] Staff Security Engineer @Robots and Pencils

Role Description

This position is remote based in the US. Applicants outside of the US will not be considered for this role.

We’re looking for a Staff Security Engineer to lead the security of the cloud applications and AI systems we build and ship for clients. This role is ideal for an experienced engineer who can define security architecture and standards, own the hardest security problems end-to-end, and provide technical leadership across teams.

In this role, you will work as a key technical leader on a cross-functional team, defining security architecture across cloud infrastructure, application code, and AI/LLM workloads. You’ll lead threat modeling and security reviews, mentor more junior engineers, partner closely with engineering and leadership, and ensure the systems we ship are secure, reliable, and built to last.

What You’ll Do

• Craft & Delivery
  • Define security architecture and engineering standards across web, API, and cloud-native systems, leading the hardening of complex services.
  • Lead threat modeling and security design reviews across applications and AI systems, setting how risk is identified and prioritized.
  • Architect cloud security controls across identity, network, and data layers, owning IAM strategy, secrets management, and encryption.
  • Lead the integration of security automation into CI/CD pipelines, driving shift-left detection and policy-as-code across teams.
  • Lead detection engineering, logging, and incident response practices across production systems.
  • Own the security of AI and LLM-powered applications in production, defining defenses against prompt injection, data leakage, model abuse, and agentic-AI threats.
  • Lead the design and integration of AI services into production security workflows, including LLM APIs, tool and function calling, and multi-step agent flows for detection and triage.
  • Bring an AI-forward mindset to your daily work, using tools like Claude, Cursor, and other modern AI assistants to ship higher-quality work at pace.
• Collaboration & Communication
  • Partner with product, engineering, and leadership to shape security strategy and align technical direction with business outcomes.
  • Translate complex security tradeoffs, risks, and opportunities into clear narratives that drive decision-making across technical and non-technical stakeholders.
  • Lead security reviews and technical discussions, raising the bar for engineering rigor and constructive challenge across the team.
  • Engage closely with engineering, data, and client teams to align security work with broader business priorities and measurable outcomes.
• Leadership & Influence
  • Define security architecture and engineering standards, bringing depth on tradeoffs, long-term implications, and responsible AI practices.
  • Mentor and grow junior and mid-level engineers, multiplying impact through coaching, code reviews, and pairing on hard problems.
  • Take ownership of the most ambiguous and highest-stakes pieces of work, driving them through to production with care for reliability, cost, and safety.

Qualifications

• 7+ years of professional security or software engineering experience, with at least 3 years leading application and cloud security initiatives.
• Deep expertise in application security, secure coding practices, and the OWASP Top 10.
• Strong experience with threat modeling, penetration testing, vulnerability management, and secure code review.
• Deep cloud security expertise across identity, network, and data layers.
• Strong experience embedding security automation and policy-as-code into CI/CD pipelines.
• Strong experience with detection engineering, logging, and incident response at scale.
• Strong experience securing AI and LLM-powered applications, including prompt injection, data leakage, model abuse, and agentic-AI threats.
• Experience with security, compliance, and governance frameworks.
• Demonstrated leadership and technical mentoring experience across a team or organization.
• Strong stakeholder communication skills, with the ability to translate technical depth across audiences.
• Demonstrable, day-to-day usage and expert knowledge of AI-forward tools such as Claude and Cursor.
• Excellent problem-solving skills and the ability to navigate highly ambiguous technical and business challenges with sound judgment.

Helpful Extras and Unique Skills

• A doer who sees something broken and fixes it.
• A fast learner who embraces the changing AI landscape.
• Direct in a way that improves work quality.
• Obsessed with craft and detail.
• Built for ownership and accountability.
• All in, treating clients' businesses as your own.
• Resourceful under constraints.
• Glad to collaborate with like-minded individuals.

Benefits

• Comprehensive package of benefits including paid time off, medical/dental/vision insurance, and 401(k) to eligible employees.

Salary

The salary range for this role is $56 - $77 USD hourly rate. This range may be modified in the future based on various factors.