Product Director, TPA, PEO & Carrier Platforms

We are seeking an experienced product leader to drive the strategy, development, and growth of enterprise SaaS solutions serving Third-Party Administrators (TPAs), Professional Employer Organizations (PEOs), and insurance carriers. In this high-impact role, you will own the product vision, roadmap, pricing, and business outcomes for a specialized platform supporting complex leave and accommodations workflows. You will shape multi-employer administration capabilities, including partner-facing applications and APIs, while exploring AI-driven solutions that improve operational efficiency and case-manager productivity. Working closely with executive leadership, engineering, sales, and finance, you will translate customer needs and market opportunities into scalable, commercially successful products. This position offers significant autonomy, with the opportunity to build and lead a product team as the business grows. You will join a remote-first, collaborative environment that values innovation, accountability, customer focus, and measurable results.

• Product management experience: At least 10 years of product management experience, including end-to-end ownership of a product line as a hands-on individual contributor and the ambition to build and lead a team.

• Multi-client platform expertise: Demonstrated experience developing products for multi-client operators, with a strong understanding of the workflows, configuration needs, and operational complexities associated with serving multiple organizations through a shared platform.

• Enterprise product delivery: Proven ability to deliver complex products on committed timelines for enterprise customers, balancing technical constraints, customer expectations, and business priorities.

• AI and LLM implementation: Experience launching AI-powered or large language model features in production workflows, including rigorous evaluation, governance, risk management, and performance monitoring.

• Commercial and financial acumen: Experience owning product pricing, packaging, financial business cases, and the commercial performance of a product line.

• Enterprise SaaS expertise: Strong background in B2B SaaS product development, with the ability to connect product decisions to measurable business outcomes.

• Data-driven decision-making: Strong analytical skills and data fluency, with the ability to evaluate adoption, growth, operational performance, and customer value.

• Relevant industry knowledge: Experience in leave and absence management, disability, ADA accommodations, workers' compensation, or group benefits is preferred.

• Scaling experience: Experience working in a high-growth organization or scaling a product business is an advantage.

• Leadership and communication: Strong executive presence, confident communication, and the ability to influence senior stakeholders, build alignment, and explain complex product decisions clearly.

• Autonomy and execution: A proactive, action-oriented approach, with the ability to own a product area independently, make sound decisions, and deliver results with minimal direction.

• Customer-centric mindset: A strong commitment to understanding customer workflows firsthand, maintaining high product quality, and translating real-world challenges into effective solutions.