Head of Product

Role Overview

• Own product strategy and roadmap across A/R automation, payments, patient engagement, and analytics with a clear line from every initiative to revenue and profitability impact.
• Define pricing, packaging, and commercialization for new products in partnership with Sales, CS, and Marketing (both SaaS and payments revenue streams)
• Experiment with product-led growth motions that drive adoption, usage, and expansion revenue across private practices, groups, and DSOs.
• Hands-on product leader: write specs, define requirements, generate prototypes, make trade-off decisions. Operate at all altitudes from strategy to sprint-level execution. Compartmentalize to deliver iteratively, not in 6-month batches.
• Partner with the CTO on engineering velocity, AI-augmented development workflows, and build vs. buy vs. partner decisions across PMS/EHR systems, payment processors, and terminal hardware.
• Architect integration and data strategy across dental PMS platforms, payment processors, and channel partners to drive scalability, expand market reach, and deepen value for customers
• Build partner enablement frameworks that allow channel partners and integration partners to accelerate distribution.
• Enhance patient UX as a differentiator and build segmented experiences for DSO executives vs. office managers. Drive self-serviceability as the product suite grows.
• Leverage our healthcare record data set to up-level analytics, insights, and ROI across the customer journey from first touch to raving customer advocate.
• Design and execute product strategy to drive high volume, high retention distribution, service, and support.
• Be an engaged partner to the CEO and leadership team to shape Pearly’s culture and model our values.
• Establish product feedback loops between CS, Sales, Marketing and Engineering that inform roadmap prioritization and improve adoption.
• Build and grow the product function over time: metrics, team, systems, AI.

Requirements

• 5-7+ years in Product within growth-stage B2B SaaS and/or payments, with experience as the sole or lead product person at a company scaling from early traction to $20M+ ARR
• B2B payments or fintech experience: understands payment facilitation, merchant onboarding, processing economics, and/or embedded payments strategy
• Segmented strategy: has built segmented product strategies across different customer types (enterprise/DSO, mid-market groups, SMB/private practice)
• UX depth: experience designing both B2B and consumer-level experiences in multi-product environments across software, hardware, and/or other technologies.
• PLG upsell / cross-sell: has built product-led growth motions that drive cost-efficient in-app expansion and measurably increase ACV (and/or sales-assisted motions).
• Data & analytics: expertise productizing reporting, ROI tools, and analytics to enhance product stickiness and demonstrate value across the customer journey.
• Self-serve distribution: has enabled high-volume, high-retention distribution and servicing with minimal human touch (direct and/or indirect)
• Partner and integration experience: has built scalable integration frameworks and successfully leveraged partner ecosystems.

Benefits

• Competitive salary, equity, and healthcare benefits
• Meeting-light culture
• Work with an A+ smart and passionate team
• Flexible vacation/time-off policy
• Opportunity to make your mark at an accelerating company with great product-market fit