AI Product & Technical Lead at Paretocaptiveservicesllc

We’re in this for the greater good at ParetoHealth. Our mission is collective greatness, nothing less will do. Our team is a single force united in the drive to transform employee health benefits. The company was founded in 2011 to help small and medium-sized businesses fight the rising cost of employee health benefits. We blazed the trail with financing innovations that reduce the risks in self-insurance and deliver significant savings—and we continue to lead with a growing ecosystem of partners and world-class cost control solutions. But success is measured by more than dollars alone and we measure ours by the good that comes from knowing that every client and all their employees can count on effective, affordable healthcare for years to come. Please note that ParetoHealth does not provide employment visa sponsorship for this position. Candidates must be authorized to work in the United States without sponsorship both now or in the future. Position Summary: ParetoHealth is redefining risk management in healthcare. Data and AI directly influence how we select risk, price accurately, deploy capital efficiently, and drive high-quality growth. We are hiring a Director, AI Product & Technical Lead to own high-impact AI systems end-to-end — from problem design through model development, deployment, and measurable business impact. This is a true hybrid leadership role. You will function as both: • The AI Product Leader, defining the roadmap and aligning initiatives to financial outcomes • The Technical Lead, shaping architecture, contributing hands-on to model development, and ensuring production-grade AI systems Initial Focus • In the near term, this role will focus primarily on building and deploying predictive models in: Underwriting — improving risk selection, pricing precision, and submission triage Commercial / Broker Targeting — identifying high-value growth opportunities and improving distribution efficiency • Both of these areas have already had some work done, but we are ready to take things to the next level. Over time, the mandate will expand to additional operational and strategic domains as AI becomes embedded more broadly across the organization. You will work alongside other data scientists and engineers, accelerating execution while setting the technical and product bar for AI systems at ParetoHealth. This role has direct visibility with executive leadership and clear accountability to measurable financial outcomes. What You Will Own: This role spans the full AI lifecycle: Problem Design, Model Build, and ML/AI Operations. Problem Design: Define High-Impact AI Systems • Partner with Underwriting, Actuarial, Commercial, and Executive leadership to identify high-leverage AI opportunities • Translate ambiguous business challenges into structured predictive and decision-system problems • Define objective functions aligned to financial metrics (loss ratio, pricing accuracy, growth efficiency, underwriting throughput) • Determine whether predictive modeling, optimization, or workflow redesign is the appropriate intervention • Build clear business cases and prioritize initiatives based on impact, feasibility, and scalability You will ensure we are solving the right problems — not just building models. Model Build: Develop Predictive Systems that Drive Decisions • Lead and contribute hands-on to the development of predictive models (regression, tree ensembles, forecasting, optimization) • Guide feature engineering, model selection, validation, and evaluation methodology • Collaborate with other data scientists to accelerate modeling velocity and raise technical standards • Ensure models are explainable, stable, and aligned with underwriting and commercial decision workflows • Establish disciplined experimentation and phased rollout approaches While initial focus will be on predictive modeling, you will also help shape the foundation for future generative AI and intelligent workflow systems. This is not a “notebook-only” role — you will help ship durable, decision-embedded systems. ML / AI Operations: Deploy, Monitor, and Scale • Design production architectures spanning data ingestion, feature pipelines, deployment, and workflow integration. Note that the company has early production infrastructure for ML in place already, and the goal would be to mature and extend this foundation alongside engineering/analytics peers. • Implement monitoring frameworks for model drift, performance degradation, and business KPI impact • Establish retraining and evaluation pipelines • Ensure reliability, governance, and explainability appropriate for a risk-bearing organization • Prevent “pilot purgatory” by embedding AI systems directly into operational workflows You will ensure AI at ParetoHealth operates as business-critical infrastructure — not side experimentation. What Success Looks Like: Within the first 12–24 months: • Predictive underwriting models are embedded into decision workflows • Measurable improvements in risk selection quality and pricing precision • Data-driven broker targeting improves growth efficiency • AI systems are monitored, stable, and scalable • Execution velocity increases through strong technical and product leadership Longer term: • AI becomes a durable competitive advantage across underwriting, growth, and operations • A scalable AI platform foundation supports future use cases Who You Are: Hybrid Product & Technical Leader You’ve owned AI systems end-to-end — from defining the problem to shipping production deployments. Hands-On Builder You are comfortable writing code, building models, and shaping architecture — while also owning roadmap and prioritization. Financially Fluent You think in terms of margin, loss ratio, growth quality, and operating leverage — not just model performance metrics. System-Oriented Thinker You design durable decision systems, not isolated analyses. High-Accountability Operator You measure success by realized business impact. What You Bring: • 8–12+ years in AI, Applied ML, Product, or hybrid technical roles, with at least 3 years exhibiting true end-to-end ownership of the full product lifecycle • Demonstrated experience shipping production AI systems that delivered measurable financial impact • Strong hands-on proficiency in Python and modern ML tooling and deep experience with predictive modeling techniques (regression, ensembles, forecasting, optimization) • Experience deploying and operating ML systems in cloud environments (AWS, GCP, or Azure) • Familiarity with model monitoring, retraining pipelines, and production ML best practices • Experience mentoring or technically leading other data scientists or ML engineers • Exposure to underwriting, insurance, healthcare, or other risk-based businesses strongly preferred • Experience in high-performance AI consulting or transformation environments is a plus. Why ParetoHealth: AI at ParetoHealth directly influences capital allocation, pricing accuracy, growth quality, and operating leverage. This role offers: • True end-to-end ownership of AI systems • A rare combination of product authority and technical leadership • Direct exposure to executive leadership • Clear accountability to measurable financial outcomes • The opportunity to shape how AI transforms a risk-bearing healthcare organization Perks & Benefits: • Fully paid medical, dental, and vision benefits. • Flexible PTO • 401k company contribution • Tuition reimbursement • Professional development allowance • Transportation allowance and daily parking reimbursement • Engaging hybrid work environment We are guided by our values: Fire in the belly The drive to learn, to improve, and to deliver outstanding value every day. See the field The ability to see the big picture and prepare to meet tomorrow’s needs. Get it done right The passion to produce at higher rates and to the highest standards. For the greater good A united community creating better health benefit solutions for all. Please note that any communication from our recruiters and hiring managers at ParetoHealth about a job opportunity will only be made by a ParetoHealth employee with an @paretohealth.com address. ParetoHealth does not conduct text message or chat-based interviews. Any other email addresses, agencies, or forums may be phishing scams designed to obtain your personal information. We will not ask you to provide personal or financial information, including, but not limited to, your social security number, online account passwords, credit card numbers, passport information, and other related banking information until we begin onboarding activities, which will be coordinated by a member of the ParetoHealth People Ops Team with an @paretohealth.com email address. Disclosures: ParetoHealth is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion (creed), gender, gender expression, age, national origin (ancestry), disability, marital status, sexual orientation, or military status, in any of its activities or operations. These activities include, but are not limited to, hiring and firing of staff, selection of volunteers and vendors, and provision of services. We are committed to providing an inclusive and welcoming environment for all members of our staff, clients, volunteers, subcontractors, vendors, and clients. California Applicants: See Pareto’s CCPA Notice of Collection for California Employees and Applicants for information about how Pareto Captive Services, LLC, Pareto Health, LLC, and Pareto Underwriting Partners, LLC, together with their respective subsidiaries (collectively, “Pareto”) collects and uses personal information submitted by employment applicants.