Lead Product Manager, AI-Driven Claims Automation

Sidecar Health, Inc.; California; On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Competitive salary

Comprehensive Medical, Dental, and Vis

401k retirement plan

Paid vacation and company holidays

Job summary

Sidecar Health is hiring a Lead Product Manager for claims automation to own AI-powered and deterministic claims workflows from data intake through payout. You will define MVPs, align with compliance, and lead a cross-functional pod of engineers, data scientists, and ops. Build auditable, scalable systems for a regulated financial-transaction domain.

Requires 5+ years in product management, expertise in AI-enabled services, SQL and Agile, and a passion for automation and user trust.

Qualifications

• 5+ years of product management experience working on processing systems with workflows, queues, routing, and automation.
• Experience taking AI products from concept through launch, including managing non-deterministic systems — evaluation, safety, prompt design, user trust.
• Deep understanding of AI agents and agentic architectures — you've shipped systems where AI takes sequences of actions, not just generates responses.
• Experience defining AI product quality metrics beyond traditional A/B testing.
• Strong instincts for designing auditable, traceable systems in financial-transaction and regulatory workflows where "mostly right" isn’t sufficient without an audit trail.
• Strong sense of design and UX, especially for data dense applications and interactions.
• Demonstrated ability to write clear, rigorous specs for both deterministic systems (data pipelines, integrations, migrations) and non-deterministic ones (classification, extraction, routing logic), including how you evaluate and gain confidence in each.
• Proficiency in SQL for independent data analysis.
• Deep understanding of Agile methodology.
• Ability to manage a large number of interdependent workstreams and communicate sequencing tradeoffs to engineering, ops, and executive stakeholders.
• Experience working cross-functionally across engineering, operations, compliance, and business stakeholders.
• Claims processing, health insurance, or other regulated financial-transaction domain experience is a plus, but not required — we’re equally interested in strong platform PMs from other complex domains.
• Startup 0-to-1 builder experience is a strong plus — we want people who’ve shipped under constraints and learned from real users.

Responsibilities

• Own claims automation features and systems from data entry through payout.
• Define AI/ML capabilities and where to apply within the claims pipeline.
• Lead cross-functional pod to ship improvements.
• Define MVPs and sequence roadmap with compliance and operations.
• Measure performance with data and experimentation to improve accuracy and throughput.
• Establish and evolve product practices for a platform that is part infrastructure, part intelligent system.

Skills

Product management

SQL

Agile methodologies

Cross-functional collaboration

Data analysis

Requirements writing

UX design awareness

Experimentation

System thinking

AI product experience

Education

Bachelor's or Master's degree in Computer Science, Information Systems, Business Administration

Job description

Sidecar Health is hiring a Lead Product Manager for claims automation to own AI-powered and deterministic claims workflows from data intake through payout. You will define MVPs, align with compliance, and lead a cross-functional pod of engineers, data scientists, and ops. Build auditable, scalable systems for a regulated financial-transaction domain.

Requires 5+ years in product management, expertise in AI-enabled services, SQL and Agile, and a passion for automation and user trust.