Lead Product Manager, Claims Automation Sidecar Health · US; CA fintech

Position: Lead Product Manager, Claims Automation Sidecar Health · US (CA) · fintech — ● New
# Lead Product Manager, Claims Automation Sidecar Health This Senior Product Manager role focuses on building an AI-powered claims automation platform within the fintech and healthcare space. You will lead the strategy for end-to-end claim processing systems.### What you’d own
* Claims automation roadmap (extraction, adjudication, routing)
* AI/ML feature strategy (agentic systems, intelligent assistants)
* Human-in-the-loop workflows and audit trails
* Build vs. buy decisions for claims infrastructure### Who it’s forA fit if you...* ✓You have 5+ years of experience managing complex processing systems with queues and routing.* ✓You have shipped AI products, specifically managing non-deterministic system challenges like hallucination risk.* ✓You are comfortable writing rigorous specs for both data pipelines and LLM-based logic.* ✓You have a 'builder' mindset with 0-to-1 startup experience.

Not for you if...* ✗You prefer simple, deterministic products over complex, non-deterministic AI systems.* ✗You prefer to work in a vacuum without heavy involvement from compliance and operations stakeholders.* ✗You are looking for a role with low ambiguity; this requires managing heavily interdependent work streams.### Reading between the lines
* The emphasis on 'auditability' and 'regulatory constraints' implies a high-stakes environment where errors have significant legal or financial consequences.
* The requirement to 'map operational processes to technology solutions' suggests you will spend significant time embedded with claims operations teams to understand manual workflows.
* The mention of 'system migrations' and 'platform upgrades' indicates you will be managing significant technical debt and infrastructure overhaul, not just new features.

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Apply nowPosted Yesterday Seniority Senior Location US (CA)
Product areafintech

TypeFull-time### Role typeAI Native Technical PMPlatform PM### Benefits Health Dental Vision Equity Bonus
401kPTOFull job description### About Sidecar Health See all roles →Sidecar Health offers ACA-compliant employer-sponsored major medical insurance built around a no-network, cash-pay model: the plan covers the typical local cost of care, members see guaranteed prices upfront in the app, and when they spend less they keep half the savings. The pitch to employers is that employees who treat healthcare dollars like their own drive overall costs down.

Founded in 2018, the company is headquartered in El Segundo, California, with a remote-friendly team of roughly 250 employees, and reached unicorn status in 2021. In June 2024 it raised a $165M Series D led by Koch Disruptive Technologies (with Cathay Innovation, BOND, Drive Capital, Menlo Ventures and others) — Koch is also rolling Sidecar coverage out to part of its own workforce.