Staff Product Manager, Pricing

This is a fully remote position, open to applicants in California, +2 more states.

📋 Description

• Take ownership of pricing experimentation from start to finish: Design, execute, and evaluate pricing experiments (including payout levels, take rates, fee structures, and incentive models) with appropriate controls and measurement.

• Price and package current features: Identify opportunities to unbundle, tier, or price Headway's existing feature set as new revenue streams, while ensuring a positive provider experience.

• Establish Headway's pricing philosophy: Develop a principled and justifiable approach to pricing — transparent for providers, competitive within the market, and sustainable for the business.

• Utilize pricing data to inform tiering: Collaborate with other product teams to ensure that pricing and tier designs are based on experimental evidence, willingness-to-pay research, and elasticity data.

• Create the experimentation infrastructure: Partner with Engineering and Data teams to develop systems that facilitate rapid, controlled pricing experiments across various geographies and segments.

• Manage cross-functional complexities: Align Finance, Provider Growth, Payer, Operations, and Legal teams around pricing decisions that impact all aspects of the business.

⛳️ Requirements

• 8+ years of Product Management experience, with a minimum of 2-3 years focused on pricing, monetization, or marketplace economics.

• You have personally managed pricing or packaging strategies and implemented changes that resulted in revenue growth.

• You have designed and conducted large-scale pricing experiments — understanding the distinction between a feature A/B test and a pricing experiment.

• Strong quantitative skills — you can collaborate with data scientists on experiment design and causal inference as an equal.

• You excel in ambiguous situations and can establish structure where none exists — this is a newly formed team.

• Bonus: Experience in SaaS pricing & packaging (Product-Led Growth, tiering, bundling).

• Bonus: Experience in a two-sided marketplace or platform where pricing impacts both supply and demand.

• Bonus: Experience in the healthcare or regulated industry.

🏝️ Benefits

• 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 along with a Holiday Break during the week between December 25th and December 31st

• Flexible PTO

• Employee Assistance Program (EAP)

• Training and professional development