Head of Engineering

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 and to the Achievers 50 Most Engaged Workplaces. SecurityScorecard is proud to be funded by world-class investors including Silver Lake Waterman, Moody's, Sequoia Capital, GV, and Riverwood Capital.

About the Team

The Product Engineering organization is responsible for building, maintaining, and improving the end-user experiences that comprise our software platform. These experiences are full-stack solutions built atop a complex and robust data platform supporting key security workflows for both third-party risk management and security self-assessment use cases. The team also owns data engineering — actively modernizing our infrastructure to service both the current platform and the next generation of SecurityScorecard products.

About the Role

We're looking for a Head of Engineering (Director to VP level) to lead several squads within our Product Engineering organization. This is a high-visibility role at the center of SecurityScorecard's most important bets: sustaining and growing the product suite that drives our core business, migrating those products onto our next-generation Titan platform, and leading your org through an AI-first engineering transformation.

The right candidate is a credible, hands-on leader who moves fast without cutting corners — and who's genuinely excited to help define what modern software development looks like in the age of agentic AI.

Responsibilities

• Leadership & Strategy: Lead, mentor, and inspire a team of engineering managers and software engineers across a globally distributed organization (40–50 engineers spanning multiple time zones from EMEA to US West Coast). Develop and execute the strategic vision for Product Engineering in alignment with company goals — balancing investment in existing products, platform migration, and new product development.
• Product Ownership: Own the health and performance of SecurityScorecard's existing product suite, ensuring customers are well-served while the organization simultaneously builds for the future.
• Platform Migration: Drive the migration of existing products onto the Titan platform, managing the complexity and risk of large-scale V1-to-V2 transitions while maintaining operational stability and customer satisfaction.
• New Product Development: Partner with Product and Design to build new features and products on the Titan platform, balancing sustain and build priorities across engineering squads.
• Data Engineering: Oversee data engineering, including modernization of our Scala/Spark-based infrastructure to support both current and next-generation platform needs.
• AI Transformation: Champion SecurityScorecard's journey toward agentic, AI-assisted engineering. Guide the organization through practical AI adoption — balancing bold ambition with the discipline needed to maintain quality and operational predictability. Bring personal, hands-on experience to this leadership role.
• Technical Excellence: Drive adoption of engineering best practices, architecture standards, and a culture of continuous improvement. Define and track meaningful engineering metrics and KPIs.
• Collaboration: Work closely with Product Management, Design, and other stakeholders to define requirements and roadmaps. Foster seamless communication across a globally distributed team.
• Talent Management: Recruit, develop, and retain top engineering talent. Provide coaching, feedback, and career development support across a manager-of-managers organization.
• Budget Management: Manage the product engineering budget, including resource allocation and project expenses. Ensure financial accountability and optimize resource utilization.
• Customer Engagement: Partner with Sales, Customer Success, and Product to engage directly with customers — gathering feedback, understanding pain points, and translating customer insights into engineering priorities that drive retention and satisfaction.

Qualifications

• Education: Bachelor's or Master's degree (or equivalent experience) in Computer Science, Engineering, or a related field.
• Experience: At least 10–12 years of experience in software engineering, with a minimum of 5 years in a senior leadership role managing other managers across large, distributed teams.
• B2B SaaS: Proven experience in a B2B SaaS environment is required.
• Startup Experience: Experience at a startup or high-growth technology company in a leadership capacity is required. This does not need to be the most recent role, but the candidate must have lived the startup environment — ideally while managing a team.
• Team Scale: Proven experience managing engineering organizations of 25+ people in a manager-of-managers capacity (minimum 3 direct-report managers / squads).
• Platform Migration: Demonstrated experience leading or owning large-scale platform or product migrations (V1-to-V2, legacy-to-modern transitions).
• AI & Agentic Development: Hands-on experience with AI-assisted and agentic development practices. Production experience is preferred, but side projects and personal experimentation are welcomed. The candidate must have a personal, lived understanding of the technology they'll be guiding others to adopt.
• Technical Skills: Credible engineering background with experience in modern software development practices (Agile, DevOps, CI/CD) and familiarity with distributed systems and large-scale data architectures. Ability to earn the respect of senior engineers through technical depth.
• Communication: Excellent verbal and written communication skills in English, with the ability to clearly articulate complex technical concepts to diverse audiences including executive leadership.
• Problem-Solving: Strong analytical and problem-solving skills, with a focus on delivering practical, high-quality solutions at pace.

Nice-to-Haves

• Security Knowledge: Familiarity with cybersecurity principles and practices is a strong plus.
• Tech Stack: Familiarity with TypeScript, Node.js, or React (product engineering stack) and/or Scala and Spark (data engineering stack) is a plus but not required.

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 $260,000 - $340,000 (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.