Job Description
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.
