Sidecar Health - Lead Product Manager, Claims Automation
Requirements
• 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 • Experience partnering with engineering on build vs. buy vs. integrate decisions, including vendor evaluation • 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 • What You'll Get • What You'll Get • Competitive salary, bonus opportunity, and equity package • Comprehensive Medical, Dental, and Vision benefits • A 401k retirement plan • Paid vacation and company holidays • Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.
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 (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 • Drive build vs. 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 • Navigate compliance-driven requirements (e.g., 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 • Write clear, detailed PRDs and specs that hold up under scrutiny from engineering, compliance, and executive stakeholders • 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 • Set ambitious goals and hold yourself accountable
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