Lead Product Manager, Claims Automation

Sidecar Health; Sacramento (CA); On-site; USD 150,000 - 210,000; Full time

Benefits offered by this job

Competitive Salary

Bonus & Equity

Medical Insurance

401k Plan

Paid vacation

Job summary

Sidecar Health, Inc. in California is seeking a Lead Product Manager for claims automation to own AI-powered and deterministic features across the end-to-end claims processing pipeline, from data entry to payout.

You will define strategy, policy, and a roadmap that blends advanced AI with trusted, auditable workflows. You will lead a cross-functional team of engineers, designers, and data scientists to ship high-impact improvements, establish quality metrics, and navigate regulatory constraints

Qualifications

• Bachelor's or Master's in Computer Science, Information Systems, Business Administration, or related field.
• 5+ years of product management experience on processing systems with workflows, queues, routing, and automation.
• Experience taking AI products from concept through launch, including non-deterministic systems and safety considerations.
• Understanding of AI agents and agentic architectures and shipped systems with sequential actions.
• Ability to write rigorous specs for deterministic and non-deterministic components and evaluate confidence.
• Proficiency in SQL for independent data analysis.
• Strong Agile methodology knowledge.
• Ability to manage many interdependent workstreams and communicate sequencing tradeoffs.

Responsibilities

• Own product strategy and roadmap for claims automation across data extraction, enrichment, adjudication, and routing.
• Define where AI/ML should be applied within the claims pipeline and where rules should be deterministic.
• Establish AI product quality metrics, including accuracy, safety, and auditability, for ship/no-ship decisions.
• Design human-in-the-loop workflows, audit trails, and escalation paths in a regulated environment.
• Partner with engineering, claims operations SMEs, and compliance to scope MVPs and sequence roadmap dependencies.
• Lead cross-functional pod of engineers, designers, and data scientists to ship high-impact improvements.
• Drive platform migrations, vendor integrations, and complex cross-functional initiatives.

Skills

Product management

AI product experience

Auditable systems design

Cross-functional leadership

Data-driven decision making

Regulatory awareness

SQL

Agile methodologies

Education

Bachelor's or Master's in CS/IS/Business

Tools

SQL

Job description

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. The passionate people who make up Sidecar Health's team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. If you want to use your talents to transform healthcare in the United States, come join us!

Lead Product Manager – Claims Automation

**As a Lead Product Manager for claims automation at Sidecar Health, you will own critical claims platform features and systems that marry artificial intelligence and deterministic systems to power end to end claim processing, from the moment the data enters our system through claim finalization and payout. You'll drive the strategy, development, and launch of AI-powered features — including agentic systems, intelligent assistants, and human-in-the-loop experiences — that ensure claims are processed quickly and correctly.

You bring a builder's mindset with a passion for automation and complex problems.

Own product strategy and roadmap for claims automation — spanning data extraction/entry, enrichment, identification, adjudication and routing across our claims processing platform.

Become an expert on our operational processes and map them to technology and software solutions.

Define where AI/ML capabilities (document extraction, classification, sub-classification, routing) should be applied within the claims pipeline, and where logic should remain deterministic and rules-based.

Define evaluation frameworks for AI product quality — accuracy, safety, hallucination risk, auditability, and user trust — and use them to make ship/no-ship decisions.

Design human-in-the-loop workflows, audit trails, and escalation paths appropriate for a regulated, financial-transaction system.

Define quality and turnaround-time (TAT) metrics for automated and semi-automated claims workflows, and use them to make ship/no-ship and rollout decisions.

Buy decisions for claims infrastructure (e.g., pricing data, vendor tooling, etc) and make the call with clear tradeoff reasoning.

Lead a cross-functional pod of engineers, designers, and data scientists to ship high-impact improvements.

Lead complex, cross-functional initiatives — system migrations, platform upgrades, new payer/vendor integrations — from discovery through launch.

No Surprises Act and other regulatory constraints) and translate them into clear, buildable product requirements.

Partner closely with engineering, claims operations SMEs, and compliance stakeholders to scope initiatives, define MVPs, and sequence a heavily interdependent roadmap.

Use data and experimentation to measure the performance of automated workflows and continuously improve accuracy and throughput.

Establish and evolve product practices suited to a platform that is part infrastructure, part intelligent system.

Stay current on the rapidly evolving AI landscape and translate emerging capabilities into concrete product opportunities.

Establish strong product practices tailored to the unique challenges of shipping AI products.

Qualifications

• Bachelor's or Master's degree in Computer Science, Information Systems, Business Administration, or related field
• ~5+ years of product management experience working on processing systems with workflows, queues, routing, and automation.
• ~ Demonstrated experience taking AI products from concept through launch, including managing the unique challenges of 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 — this role sits inside financial-transaction and regulatory workflows where "mostly right" isn't sufficient without a clear 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

Benefits

• Competitive salary, bonus opportunity, and equity package
• Comprehensive Medical, Dental, and Vision benefits
• A 401k retirement plan
• Paid vacation and company holidays

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.