Lead Product Manager — AI-Driven Claims Automation

Sidecar Health; San Francisco (CA); On-site; USD 180,000 - 240,000; Full time

Benefits offered by this job

Competitive salary

Equity package

Medical, dental, and vision benefits

Paid vacation and company holidays

Job summary

Sidecar Health is seeking a Lead Product Manager for claims automation to own AI-powered features across the end-to-end claims processing platform. You will drive strategy, development, and launch of AI-enabled capabilities with human-in-the-loop experiences and deterministic components.

You will lead a cross-functional team and design workflows that emphasize trust, auditability, and compliance within a regulated financial-transaction environment.

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.
• Experience taking AI products from concept through launch, including managing challenges of non-deterministic systems — evaluation, safety, prompt design, user trust.
• Deep understanding of AI agents and agentic architectures — shipped systems where AI takes sequences of actions.
• Experience defining AI product quality metrics beyond traditional A/B testing.
• Strong instincts for designing auditable, traceable systems in financial-transaction and regulatory workflows.

Responsibilities

• 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 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.
• 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 decisions.
• Drive build vs. buy decisions for claims infrastructure 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.
• Navigate compliance-driven requirements and translate them into clear, buildable product requirements.
• Partner with engineering, claims operations SMEs, and compliance stakeholders to scope initiatives, define MVPs, and sequence roadmap.
• Write clear, detailed PRDs and specs for deterministic and non-deterministic systems.
• Use data and experimentation to measure performance of automated workflows and improve accuracy and throughput.
• Establish and evolve product practices for an infrastructure/platform AI tech stack.
• Stay current on AI landscape and translate capabilities into product opportunities.

Skills

AI product management

Non-deterministic systems

Deterministic systems

SQL proficiency

Cross-functional leadership

Regulatory compliance

Education

Bachelor's or Master's degree in Computer Science or related field

Tools

Python

SQL

Job description

Sidecar Health is seeking a Lead Product Manager for claims automation to own AI-powered features across the end-to-end claims processing platform. You will drive strategy, development, and launch of AI-enabled capabilities with human-in-the-loop experiences and deterministic components.

You will lead a cross-functional team and design workflows that emphasize trust, auditability, and compliance within a regulated financial-transaction environment.