Staff Product Manager, Monetization and Pricing

About the Position

Staff Product Manager, Monetization and Pricing

Headway is on a mission to revolutionize mental healthcare by making it accessible to everyone. We are seeking a dedicated Staff Product Manager to lead our pricing strategy and drive significant revenue growth. This role is pivotal in shaping how we price our services, impacting providers, patients, and payers.

Responsibilities

• Own pricing experimentation end-to-end: Design, run, and analyze pricing experiments (payout levels, take rates, fee structures, incentive models) with proper controls and measurement.
• Price and package existing features: Identify opportunities to unbundle, tier, or price Headway's existing feature set as new revenue lines, while balancing the provider experience.
• Define Headway's pricing philosophy: Build a principled, defensible approach to how we set prices - transparent to providers, competitive in the market, and sustainable for the business.
• Inform tiering with pricing data: Partner with other product teams to ensure pricing and tier design are grounded in experimental evidence, willingness-to-pay research, and elasticity data.
• Build the experimentation infrastructure: Work with Engineering and Data to create systems that enable rapid, controlled pricing experiments across geographies and segments.
• Navigate cross-functional complexity: Align Finance, Provider Growth, Payer, Ops, and Legal around pricing decisions that affect every part of the business.

Requirements

• 8+ years of Product Management experience, with at least 2-3 years owning pricing, monetization, or marketplace economics.
• Proven track record of personally owning pricing or packaging strategy and shipping changes that moved revenue.
• Experience in designing and running pricing experiments at scale.
• Strong quantitative fluency - able to partner with data scientists on experiment design and causal inference as a peer.
• Ability to thrive in ambiguity and build structure where none exists.

Nice to Have

• SaaS pricing & packaging experience (PLG, tiering, bundling).
• Experience working in a two-sided marketplace or platform where pricing affects both supply and demand.
• Healthcare or regulated industry experience.

We Offer

• Compensation: $265.2K - $331.5K per year
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

About the Company

Headway is a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.). We are a fast-growing healthcare company with over 75,000 providers across all 50 states running their practice on our software, serving over 1 million patients. Our mission is to fix the mental healthcare system by building a new system everyone can access. We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway participates in E-Verify. To learn more, click here.

A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.

Compensation Range: $265.2K - $331.5K