Senior Pricing and Monetization Manager

Denver, CO;
San Francisco, CA;
New York, NY;
Las Vegas, NV;
Atlanta, GA;
Chicago, IL;
Phoenix, AZ;
Toronto, Ontario, CAN – Remote

At Gusto, we’re on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k) s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full‑time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.

AI is a fundamental part of how work gets done  expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

Our Product Pricing & Monetization team sits at the intersection of product and commercial strategy, responsible for holistic pricing and packaging across Gusto’s full product suite.

We’re looking for a Senior Pricing and Monetization Manager to focus across our platform portfolio including Gusto Payroll, Gusto Time management and HR, and our suite of embedded financial services for employers and employees. You’ll collaborate closely with product, sales, marketing, data, engineering, and finance, with work that is visible to Gusto leadership.

• Work in partnership across Product, Finance, Marketing, and Go‑to‑Market to review and recommend monetization and pricing strategies for new product launches and our existing portfolio.
• Be a world‑class operator, owning and delivering on cross‑functional projects and commercial go‑to‑market initiatives. In an AI‑native environment, strategy, ownership, and execution goes broad. You will be asked to learn, adapt and grow your range of expertise.
• Help shift from a commercial strategy and operations function, to an AI‑powered builder program. You’ll ship MVPs, Proof of Concepts, and pilots right into market.
• Decide, build, and monitor the key Pricing and Monetization KPIs across our product and go‑to‑market portfolio.
• Be the pricing and monetization expert and go‑to‑partner for Monetization and Commercial strategy.
• Work closely with key stakeholders such as Product, Product Marketing, Sales, Data Science, and Finance. Products will have direct executive line‑of‑sight and direct impact to our product and business.

• Background in fintech, business banking, retirement, e‑commerce, payroll, or HR back office SaaS.
• Background in B2B / B2C SaaS in Payroll, HR, Fintech, eCommerce or related field.
• An AI‑native operator who can go from strategy to execution quickly, building agents instead of processes. You’ll be an expert in Claude.ai, Claude Code, and Cursor.
• A strong analytical mindset with strong attention to detail and creative problem‑solving ability. Able to use AI tools to conduct end‑to‑end technical data analysis.
• Executive relationship management and communication. You’ll be presenting and working on topics for our executives, board, and senior leaders across Gusto.
• Exceptional cross‑functional stakeholder management and relationship‑building skills. Your success will be defined by your ability to move a broad set of stakeholders towards a common goal.
• Clear, concise communicator, able to distill complex ideas for any audience.
• Thrives in fast‑moving environments; able to pivot quickly and manage competing priorities.
• Curious, growth‑oriented, and genuinely passionate about pricing.

• Experience developing and delivering pricing and…