Senior AI Automation Engineer

HackerOne is a global leader in Continuous Threat Exposure Management (CTEM). The HackerOne Platform unites agentic AI solutions with the ingenuity of the world’s largest community of security researchers to continuously discover, validate, prioritize, and remediate exposures across code, cloud, and AI systems. Through solutions like bug bounty, vulnerability disclosure, agentic pentesting, AI red teaming, and code security, HackerOne delivers measurable, continuous reduction of cyber risk for enterprises. Industry leaders, including Anthropic, Crypto.com , General Motors, Goldman Sachs, Lufthansa, Uber, UK Ministry of Defence, and the U.S. Department of Defense, trust HackerOne to safeguard their digital ecosystems. HackerOne was recognized in Gartner’s Emerging Tech Impact Radar: AI Cybersecurity Ecosystem report for its leadership in AI Security Testing and has been named a Most Loved Workplace for Young Professionals (2024). HackerOne is at a pivotal inflection point in the security industry. Offensive security is no longer optional – it is the standard for forward-thinking companies that want to build trust and resilience in a world where AI-driven innovation and adversaries are moving faster than ever. With the industry shifting, HackerOne stands apart: we combine the ingenuity of the largest security research community with a best-in-class AI-powered platform, trusted by the world’s top organizations. HackerOne Values HackerOne is dedicated to fostering a strong and inclusive culture. HackerOne is Customer Obsessed and prioritizes customer outcomes in our decisions and actions. We Default to Disclosure by operating with transparency and integrity, ensuring trust and accountability. Employees, researchers, customers, and partners Win Together by fostering empowerment, inclusion, respect, and accountability. Senior AI Automation Engineer Remote Location: Boston, MA; Austin, TX; or Washington, DC Position Summary HackerOne is seeking a Senior AI Automation Engineer to join our Enterprise Data & AI team. In this role, you'll operate across two complementary dimensions: building and maintaining the scalable data infrastructure that powers our AI systems, and designing and delivering AI-powered automation solutions that free Hackeronies from routine, manual work to focus on strategic, high-value outcomes. You'll achieve success by leading with AI-first thinking, demonstrating agility through change, applying first-principles problem solving, and using data to learn and adapt along the way. Leveraging your technological expertise, domain knowledge, and dedication to business objectives, you'll drive innovation to propel HackerOne forward. Enterprise Data & AI’s Mission & Vision The HackerOne Enterprise Data & AI team democratizes source of truth information, transformative insights, and AI tooling and infrastructure to power enhanced decision-making, autonomous execution, and mission-aligned scale. The future is one where every Hackeronie is a catalyst for positive change, advancing data-driven, AI-powered, human-led innovation while fostering our culture of transparency, collaboration, and customer obsession. At HackerOne, we embrace a Flexible Work approach that gives us the freedom to do our best work while also fostering the connections and community that make us stronger. Reflecting this philosophy, this is a remote role targeted for candidates within ~50 miles of Boston, Austin, or Washington DC . We believe this balance of proximity and flexibility gives Hackeronies the chance to occasionally come together – fostering collaboration, connection, and in-person moments that enrich our culture – while still preserving the benefits of remote work. What You Will Do Lead the end-to-end design and delivery of scalable, secure, and intelligent data products and AI automation solutions that support HackerOne's transformation into an AI-first organization. Build, optimize, and maintain data pipelines and infrastructure that serve as the foundation for AI-powered systems and agentic operations. Design and deploy AI-powered automation solutions that eliminate routine, manual work and unlock human capacity for strategic direction, creativity, and edge-case governance. Partner across business and engineering teams to identify high-leverage opportunities for automation, integration, and system modernization. Drive the architecture and execution of platform-level capabilities, leveraging AI and modern tooling to reduce manual effort, improve decision-making, and increase system resilience. Provide technical leadership to internal engineers and external development partners, ensuring design quality, operational excellence, and long-term maintainability. Shape and contribute to our incident and on-call response strategy, playbooks, and processes, focusing on building systems that fail gracefully and recover quickly. Act as a multiplier to mentor other engineers, advocate for technical excellence, and promote a culture of innovation, curiosity, and continuous improvement. Champion effective change management and enablement, ensuring systems are not only launched, but adopted, understood, and evolved. Minimum Qualifications 6+ years of experience in a Data Engineering, AI/ML, or similar role with a proven track record of leading the design, development, and deployment of scalable data products and AI-powered solutions, preferably using Python. Extensive hands-on experience building and optimizing data pipelines, products, and solutions. Extensive experience working with data technologies and tools such as Airflow and AWS. Experience with infrastructure as code tools such as Terraform or Pulumi. Experience designing and delivering AI-powered automation solutions, translating operational needs into scalable, automated systems. Proven track record of successfully championing new initiatives focused on architectural enhancements. Proven track record of having substantial impact across the company, demonstrating your ability to drive positive change and achieve significant results. Passion for working backwards from the Customer and empathy for business stakeholders. Excellent communication skills, with the ability to present data-driven narratives in verbal, presentation, and written formats. Preferred Qualifications Proven track record of having substantial impact across the company, demonstrating your ability to drive positive change, and achieve significant results. Passion for working backwards from the Customer and empathy for business stakeholders. Experience working with Model Context Protocol (MCP) for AI tooling and integration. Thrive on solving ambiguous problem statements in an early-stage environment. Excellent communication skills, and can present data-driven narratives in verbal, presentation, and written formats. Experience shaping strategic vision and roadmaps for AI and SaaS. Experience working with Agile and iterative development processes. Compensation $160,000 to $200,000 (+ equity) #LI-MH1 Job Benefits: Health (medical, vision, dental), life, and disability insurance* Equity stock options Retirement plans Paid public holidays and unlimited PTO Paid maternity and parental leave Leaves of absence (including caregiver leave and leave under CO's Healthy Families and Workplaces Act) Employee Assistance Program *Eligibility may differ by country We're committed to building a global team! For certain roles outside the United States, India, the U.K., and the Netherlands, we partner with Remote.com as our Employer of Record (EOR). Visa/work permit sponsorship is not available. Employment at HackerOne is contingent on a background check. HackerOne is an Equal Opportunity Employer in the terms and conditions of employment for all employees and job applicants without regard to race, color, religion, sex, sexual orientation, age, gender identity or gender expression, national origin, pregnancy, disability or veteran status, or any other protected characteristic as outlined by international, federal, state, or local laws. This policy applies to all HackerOne employment practices, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, training, and apprenticeship. HackerOne makes hiring decisions based solely on qualifications, merit, and business needs at the time. For US based roles only: Pursuant to the San Francisco Fair Chance Ordinance, all qualified applicants with arrest and conviction records will be considered for the position.