Staff AI Engineer at SecurityScorecard

Canada

$170k - $200k

About SecurityScorecard: SecurityScorecard is the global leader in cybersecurity ratings, with over 12 million companies continuously rated, operating in 64 countries. Founded in 2013 by security and risk experts Dr. Alex Yampolskiy and Sam Kassoumeh and funded by world-class investors, SecurityScorecard’s patented rating technology is used by over 25,000 organizations for self-monitoring, third-party risk management, board reporting, and cyber insurance underwriting; making all organizations more resilient by allowing them to easily find and fix cybersecurity risks across their digital footprint. Headquartered in New York City, our culture has been recognized by Inc Magazine as a "Best Workplace,” by Crain’s NY as a "Best Places to Work in NYC," and as one of the 10 hottest SaaS startups in New York for two years in a row. Most recently, SecurityScorecard was named to Fast Company’s annual list of the World’s Most Innovative Companies for 2023 and to the Achievers 50 Most Engaged Workplaces in 2023 award recognizing “forward-thinking employers for their unwavering commitment to employee engagement.” SecurityScorecard is proud to be funded by world-class investors including Silver Lake Waterman, Moody’s, Sequoia Capital, GV and Riverwood Capital. About the Role: SecurityScorecard is building AI capabilities that change how security professionals understand and act on risk. We are looking for a Staff AI Engineer to lead that work. This is the role for the engineer who needs no scaffolding. You identify the problem, design the system, build it, ship it, and improve it — and you bring others along. You use AI-native tools not as a novelty but as a genuine force multiplier, moving at a pace that used to require a full team. You have strong product instincts and are comfortable operating with the ownership and ambiguity of a founding-team environment within an established company. What You'll Do Lead the design and delivery of major AI-powered product initiatives from concept through production, owning the full software development lifecycle Define the technical architecture for AI systems at SecurityScorecard: LLM pipelines, agentic workflows, retrieval infrastructure, and evaluation frameworks Set the standard for how the engineering organization builds with AI, including development practices, tooling choices, and quality bars Use Cursor, Claude Code, and AI-native development tools as core instruments, and model what high-velocity, high-quality AI-augmented engineering looks like for the team Collaborate directly with product leadership and the CTO organization to shape the AI product roadmap Drive architecture reviews, establish cross-team engineering standards, and elevate the technical level of the teams you work with Identify and eliminate bottlenecks in how AI features get built, tested, and shipped across the organization Operate with Staff-level ownership: you see the whole problem, not just your part of it Required Skills and Experience 7+ years of software engineering experience with a track record of leading complex, high-impact technical projects end-to-end Demonstrated ability to operate independently across the full product development lifecycle, from problem definition through production operations 3+ years building and shipping AI-powered product features in production, including LLM integration, agentic systems, or intelligent automation Strong product instincts: you think about user problems and business outcomes, not just technical implementation Proficiency in TypeScript and strong backend engineering fundamentals with experience in distributed systems at scale Fluency with AI-native development workflows (Cursor, Claude Code, or equivalent) as a primary engineering practice, not an experiment Cloud infrastructure experience (AWS preferred) and comfort with the full production stack Exceptional communication: able to drive alignment across product, engineering, and executive stakeholders Our Tech Stack TypeScript / JavaScript, Go, AWS, Docker, Kubernetes, Terraform, ClickHouse, PostgreSQL Nice to Have Prior experience in a Staff or Principal engineering role with cross-team technical influence Background in cybersecurity, threat intelligence, or enterprise risk products Experience building and operating agentic AI systems, multi-agent orchestration, or LLM evaluation infrastructure Track record of defining engineering standards or leading technical strategy at the organizational level Experience in high-growth, Series C/D+ companies where engineering velocity and quality both matter Benefits: Specific to each country, we offer a competitive salary, stock options, Health benefits, and unlimited PTO, parental leave, tuition reimbursements, and much more! The estimated total compensation range for this position is $170,000 - $200,000 (base plus bonus). Actual compensation for the position is based on a variety of factors, including, but not limited to affordability, skills, qualifications and experience, and may vary from the range. In addition to base salary, employees may also be eligible for annual performance-based incentive compensation awards and equity, among other company benefits. SecurityScorecard is committed to Equal Employment Opportunity and embraces diversity. We believe that our team is strengthened through hiring and retaining employees with diverse backgrounds, skill sets, ideas, and perspectives. We make hiring decisions based on merit and do not discriminate based on race, color, religion, national origin, sex or gender (including pregnancy) gender identity or expression (including transgender status), sexual orientation, age, marital, veteran, disability status or any other protected category in accordance with applicable law. We also consider qualified applicants regardless of criminal histories, in accordance with applicable law. We are committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or accommodation due to a disability, please contact talentacquisitionoperations@securityscorecard.io. Any information you submit to SecurityScorecard as part of your application will be processed in accordance with the Company’s privacy policy and applicable law. SecurityScorecard does not accept unsolicited resumes from employment agencies. Please note that we do not provide immigration sponsorship for this position. #LI-DNI