Principal Product Manager, AI

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 where 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: 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: Explore our "Life at Drata" page for employee testimonials on our collaborative and the growth opportunities available.

• Experience the Impact: See why we are consistently recognized on Fortune's Best Workplaces lists.

• Connect with Us on Socials: LinkedIn - follow us for company updates, employee stories, and career news.

Job Summary:

We’re looking for a Principal Product Manager, AI to lead Drata’s Agentic AI strategy and execution. In this role, you will own a multi-year AI vision that spans product lines and influences company-level strategy, building AI-native experiences that help customers get real GRC work done—not just chat with their data.

You’ll sit in the AI Pillar, working across Product, Engineering, Design, GRC, and GTM teams to define, build, and scale AI agents that operate safely in customers’ environments and deliver measurable outcomes in areas like TPRM, evidence collection, control mapping, and reporting.

This is a principal-level role: you will shape strategy across multiple teams, create operating models for AI delivery at scale, and coach senior PMs while serving as a company-level evangelist for Drata’s AI-enabled product vision.

What you'll do:

Set and drive the Agentic AI vision

• Define a multi-year, company-level Agentic AI strategy that spans Drata product lines and major initiatives, balancing bold bets with pragmatic, stepwise execution.

• Translate that vision into clear portfolios, roadmaps, and investment frameworks for AI agents, copilots, and automation across GRC workflows.

• Continuously scan the AI landscape (models, tool use, orchestrators, evaluation methods, safety approaches) and selectively bring agentic innovations into Drata in a way that’s durable, compliant, and value-creating for customers.

• Build & execute on the AI platform strategy at Drata that will enable other teams to build AI features.

Own outcomes for AI agents in production

• Lead end-to-end product discovery and delivery for AI agents—from problem framing and agent design to deployment, guardrails, and post-launch optimization.

• Define success metrics and evaluation frameworks for agents (e.g., task completion, latency, precision/recall, cost envelopes, human override rates) and drive rigorous experimentation to improve them.

• Partner closely with Engineering and AI/ML leads on architecture, model selection, tool/plugin design, retrieval strategies, and constraints that keep agents safe, observable, and debuggable in production.

Leverage MCP and the agentic ecosystem

• Design and evolve MCP-based and related ecosystems of tools, actions, and data connectors that agents can use to take safe actions on behalf of customers.

• Define patterns for agent orchestration (multi-agent vs. single-agent, planner-executor patterns, routing, human-in-the-loop flows) and codify them into reusable building blocks for the broader product org.

• Ensure that AI agents operate reliably in real-world enterprise environments—understanding identity, permissions, rate limits, data locality, and audit requirements.

Drive cross-pillar collaboration

• Work with other product pillars (Platform, Core GRC, TPRM, Reporting, Integrations, etc.) to embed AI agents into their roadmaps and ship cohesive, end-to-end workflows instead of isolated features.

• Create and run cross-functional rituals that keep AI investments aligned with company goals and customer value.

• Partner with GRC experts, Sales, CS, and Solutions to capture customer needs, validate use cases, and ensure AI agents align with real audit, risk, and compliance workflows.

Champion customer-obsessed, data- and AI-first product craft

• Spend meaningful time with customers, prospects, and partners (including auditors) to deeply understand jobs-to-be-done, constraints, and trust expectations for AI in GRC.

• Use qualitative and quantitative insights to prioritize opportunities where AI/automation can materially reduce customer pain or drive scale, not just create novelty.

• Raise the bar on AI product quality, UX, explainability, and transparency—ensuring agents are intuitive, controllable, and aligned with customer risk postures.

Lead at the principal level

• Create operating models, frameworks, and standards for how the product org builds and measures AI products (from evaluation harnesses to rollout stages and risk reviews).

• Mentor and coach senior PMs working on AI-related areas; help them sharpen strategy, storytelling, and metrics while modeling resilience and ownership in high-ambiguity environments.

• Represent Drata’s AI vision internally and externally—with customers, partners, analysts, and the broader ecosystem—helping shape how the market thinks about AI in GRC.

What you'll bring:

• 10+ years of product management experience, with significant time as a senior/lead PM owning complex, multi-team product areas.

• 3–5+ years building and shipping AI/ML or LLM-powered products, with at least 2+ years directly working on agentic systems, copilots, or autonomous workflows in production.

• Demonstrated experience designing, deploying, and iterating AI agents in production, including setting up evaluation pipelines, guardrails, and observability.

• Deep understanding of the agentic ecosystem and Model Context Protocol (MCP) or similar paradigms (tools/plugins, actions, function calling, retrieval, orchestrators).

• Strong technical fluency: comfortable reading API docs, reasoning about data and model tradeoffs, and partnering with engineering on architecture-level decisions.

• Track record of defining multi-year product strategy in ambiguous or emerging domains and influencing exec-level decisions with clear narratives and evidence.

• Experience operating in B2B SaaS; familiarity with security, compliance, or risk domains is preferred but not required.

• Exceptional written and verbal communication skills, with the ability to tell a compelling story, align diverse stakeholders, and make complex AI concepts accessible.

• Demonstrated customer-obsession, with a history of turning customer insights into high-impact product bets and shipping iteratively to learn.

Nice-to-haves

• Experience in GRC, Security, or TPRM, especially building products used by risk, security, or compliance teams.

• Prior work on GRC copilots, automated evidence collection, control mapping, or AI-powered reporting.

• Experience working with auditors, regulators, or highly regulated industries.

• Public presence in the AI or product community (talks, blogs, OSS contributions, standards work) related to agents, orchestration, or responsible AI.

How we support you:
At Drata, our people are our strongest advantage—and we prove it with support that exceeds industry standards. Our total rewards package is designed to power your well-being, accelerate your growth, and keep your work-life balance thriving.

Explore how we invest in your Life at Drata.

• Shared Success: We provide stock equity to ensure that as the company grows, you share directly in that success. Equity gives every employee a sense of ownership and the opportunity to celebrate our wins together—because your contributions don’t just support our progress; they help drive our collective success.

• Health & Wellness: Up to 100% employer-paid premiums for medical, dental, and vision coverage for employees and their dependents, along with comprehensive wellness benefits and healthcare concierge services designed to support your needs beyond traditional insurance.

• Financial Well-being: A comprehensive suite of financial benefits, including a 401(k) plan, company-paid life and disability insurance, tax-advantaged spending accounts, and a range of discounted voluntary offerings to help you customize and strengthen your overall financial position.

• Family Support: We want to support you in life's most important moments, so we offer a paid Parental Leave policy, after six months of employment. Employees also receive access to Kindbody fertility and family-building benefits and dedicated leave specialists who help guide you through the entire process.

• Growth & Development: Generous annual stipends for both professional and personal development, empowering you to invest in your continued growth. You’ll also have access to a wide range of internal learning opportunities, ensuring you can build new skills, deepen your expertise, and advance your career with confidence.

• Time Off & Flexibility: We believe that to do your best work, you should get the time you need for rest, rejuvenation and recovery. Drata offers a flexible vacation policy, paid holidays, and other perks to recharge.

This role will receive a competitive base salary, benefits, and stock, typically in the form of Restricted Stock Units (RSUs). The applicable salary range for this role is: $207,700 - $256,600.

A variety of factors are considered when determining someone’s leveling and compensation–including a candidate’s professional background and experience. These ranges may be modified in the future and final offer amounts may vary from the amounts listed above.