Head of Product, Assurance

About this role

Our Mission & Values: At Drata, we help companies earn and keep the trust of their users, customers, partners, and prospects. We’re the proof layer that shows great companies deserve the trust they aim to build.

We live our values every day. Built on Trust means consistency is everything. Act with Integrity by always doing the right thing. Being Customer-Obsessed keeps the people we serve at the center of our work. Competitive Fire drives us to push ourselves harder than anyone else. Diversity brings unique perspectives that lead to better solutions. Automation First ensures we save time and money by making efficiency a priority.

Our Culture & Work Style 🚀

At Drata, we’re not just building software - we’re building a mindset. Everything we do springs from:

- Be a Driver (Owner‑Operator Mentality): Own your work. Improve relentlessly. Deliver results.

- Move at Drata Speed (Precision & Velocity): Fast decisions. Quick learning. Immediate impact.

- Stay Mission-Driven (Customer‑Obsessed): Challenge assumptions. Deliver value. Stay hungry.

We pair that high-velocity culture with a thoughtful hybrid model because we believe flexibility and collaboration both matter. That’s why in the Bay we come together in-office Tuesday through Thursday our high‑impact collaboration days where teams align, strategize, and innovate. Mondays and Fridays are flexible, giving you space for focused work, balance, and autonomy.

If you thrive when you’re empowered, energized, and working with smart, mission-driven people, you’ll feel at home here.

Why Join The Drata Team?

The best way to understand the Driver’s Mindset is to see it in action. We’re an award-winning, mission-driven team of 600+ people worldwide, united by a culture that values trust, speed, and continuous growth.

- See the Speed: https://www.youtube.com/watch?v=QidTdkGwKMY Watch our CEO, Adam Markowitz, discuss the hyper-growth journey, from $0 to $100M ARR in just four years

- Hear the Voice of the Team https://drata.com/about/life-at-drata: Explore our "Life at Drata" page for employee testimonials on our collaborative and the growth opportunities available.

- Experience the Impact https://www.greatplacetowork.com/certified-company/7044563: See why we are consistently recognized on Fortune's Best Workplaces lists.

- Connect with Us on Socials: LinkedIn https://www.linkedin.com/company/drata/posts/?feedView=all - follow us for company updates, employee stories, and career news.

Job Summary:

Drata is looking for a Head of Product, Assurance to lead product strategy, execution, and team development for significant product lines at Drata – Trust Center & AI Questionnaire Assistance.

This is a high-impact leadership role with end-to-end ownership of product vision, roadmap, customer outcomes, and business performance for a core area of the company. You will partner closely with Engineering, Design, Marketing, Sales, Customer Success, and Finance to ensure the business line continues to expand its market position, deepen customer value, and drive durable growth.

The right leader for this role combines strong product judgment with operational rigor. You can set strategy, make hard tradeoffs, build high-performing teams, and turn customer and market insight into shipped customer outcomes. You know how to balance near-term execution with long-term platform thinking, and you are comfortable owning results in a fast-moving environment.

This is not a narrow feature management role. You will operate like the product leader for a business within the business—responsible for direction, prioritization, organizational effectiveness, and measurable outcomes.

What you’ll do:

PRODUCT STRATEGY AND BUSINESS OWNERSHIP

- Own the vision, strategy, and roadmap for a major product line, ensuring investments align with customer needs, market opportunity, and Drata’s broader company strategy

- Lead portfolio-level prioritization across growth, retention, platform, and innovation work—making deliberate tradeoffs that maximize business impact

- Define the long-term direction of the product line and translate that direction into a clear operating plan for the team and cross-functional partners

- Use customer insight, product data, competitive intelligence, and market trends to identify opportunities for expansion, differentiation, and improved product-market fit

- Act as the primary product leader for the business line, with clear accountability for adoption, retention, expansion, and overall product performance

CUSTOMER, MARKET, AND COMMERCIAL LEADERSHIP

- Be deeply customer-oriented—spend time with customers, prospects, internal stakeholders, and front-line teams to understand the most important problems to solve

- Partner with Sales, Marketing, and Customer Success to ensure product strategy is grounded in market reality and supports successful go-to-market execution

- Help shape positioning, packaging, launch strategy, and commercialization plans for major initiatives within the product line

- Anticipate changes in the market, competitive landscape, and regulatory environment, and adjust strategy with speed and clarity

- Serve as a strong internal and external advocate for the product line and its value to customers

EXECUTION AND CROSS-FUNCTIONAL LEADERSHIP

- Lead the product organization through the full lifecycle of strategy, discovery, roadmap planning, execution, launch, and iteration

- Partner closely with Engineering and Design leaders to deliver high-quality outcomes at a strong pace, without compromising strategic coherence

- Establish clear product goals, metrics, and operating rhythms that create visibility, accountability, and focus across teams

- Drive decision-making in ambiguous situations by bringing structure, clarity, and principled prioritization

- Ensure teams are solving the right problems, learning quickly, and maintaining a high bar for customer value and product quality

TEAM AND ORGANI

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