Bay Area, United States of America Hybrid Full-time USD 207,700 – 281,000 / year

Drata is hiring a Head of Pricing

Requirements

  • 10+ years of experience in pricing, monetization, or commercial strategy at B2B software companies, with at least one full cycle of leading a major pricing model transition (subscription to consumption, seat-based to usage-based, or platform repricing).
  • Direct, hands-on experience designing and rolling out consumption-based, outcome-based, or AI-native pricing models at companies past $100M ARR.
  • Strong analytical foundation, with the ability to build the financial model yourself and reason fluently about unit economics, cost-to-serve, gross margin, willingness-to-pay, and elasticity.
  • Working technical understanding of usage-based billing infrastructure, including event metering, rating, entitlements, proration, overage, and revenue recognition.
  • Demonstrated experience partnering with a Billing function on the operational side: invoicing, dunning, true-ups, dispute handling, and the day-to-day mechanics of running a consumption-based book.
  • Track record of building pricing frameworks and decision tools that product teams use directly to launch new SKUs, rather than every pricing decision routing through a central team.
  • Demonstrated ability to operate across Product, Finance, Sales, Customer Success, Engineering, and Billing, and to bring those functions into alignment on contentious commercial decisions.
  • Excellent written communication, with experience writing strategy documents and pricing narratives that executive teams and boards can act on.
  • A clear point of view on how AI is changing software monetization, informed by direct exposure to companies on the frontier of this shift.
  • Experience leading large enterprise deal structures and a comfort engaging directly with customer economic buyers when it matters.
  • Bachelor's degree required

Nice to Have

  • MBA or equivalent analytical background a plus.
  • Pricing leadership at an AI-native software company that ships agent-based or copilot-based products, where you owned the commercial model from first principles rather than inheriting a SaaS playbook.
  • Experience pricing software that meters value at the work-unit level (per job, per resolution, per outcome, per token-with-margin) and reconciling that with enterprise procurement expectations.
  • Direct experience working with modern billing platforms (e.g., Metronome, Orb, Stripe Billing, Zuora, m3ter) or building a comparable internal system.
  • Time spent at a public software company that completed a successful pricing model transition, where you saw the gross margin, ARR, and Wall Street narrative implications play out at scale.
  • Prior experience as a product manager, financial analyst, or strategy consultant before moving into pricing, with the rigor that background brings to commercial modeling.
  • Active engagement with the pricing community writing publicly about AI monetization (posts, talks, frameworks), and a track record of forming a view before consensus settles.

Benefits

  • Stock equity to ensure that as the company grows, you share directly in that success.
  • 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.
  • 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.
  • 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.
  • 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.
  • Flexible vacation policy, paid holidays, and other perks to recharge.

Work Arrangement

Hybrid — Bay Area

Team

Team size: 600+

Additional Information

  • This role will receive a competitive base salary, benefits, and stock, typically in the form of Restricted Stock Units (RSUs).
About company
Drata
Drata is a trust management platform that uses AI-driven automation to modernize governance, risk, and compliance, helping thousands of businesses develop a more secure, proactive, and risk-aware organization to continuously maintain trust with customers.
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Job Details
Department Product
Category other
Posted 23 days ago