About The Position

The Lead Director, Data Scientist, Forecasting Accuracy and Analytical Insights for Underwriting ensures the accuracy, reliability, and financial integrity of analytics-driven products across the underwriting ecosystem. This leader sets strategy for reducing financial leakage, optimizing underwriting scenarios, improving forecasted P&L accuracy, managing underwriting risk, providing insights for underwriting and sales decisions, and detecting anomalies in live underwriting deals. The role ensures underwriters and sales partners are supported by technology, financial tools, data, and insights. Combining data science expertise with financial product development leadership, this position leads a team of 10+ data scientists supporting underwriting analytics, P&L forecasting accuracy, analytical insights and validation, reporting solutions, business impact, and financial result verification. The leader guides data science and advanced analytics for underwriting transformation products from problem framing through production deployment. They develop predictive and scenario-based analytics for underwriting, pricing, and risk decisions, and partner with Product Management and Engineering to embed analytics and reporting into product workflows. The role also owns metrics, reporting, and OKRs; develops scalable reporting frameworks and dashboards; and delivers executive-ready insights. It works across Product, Engineering, Underwriting, Finance, Actuarial, and Executive teams, while leading, coaching, and developing a high-performing analytical organization.

Requirements

  • 12+ years of experience in analytics, decision science, business intelligence, financial analysis, quality assurance, or data validation.
  • 5+ years of experience leading large analytical teams and developing people leaders.
  • Expertise in analytical validation, anomaly detection, root cause analysis, business impact assessment, and financial validation.
  • Strong ability to analyze and synthesize quantitative and qualitative data to generate insights and explain business outcomes.
  • Experience developing self-service reporting solutions and communicating insights from reports and dashboards.
  • Proven experience validating business outcomes and financial results using large-scale datasets.
  • Advanced SQL and data analysis skills.
  • Exceptional communication, stakeholder management, and executive presentation skills.

Nice To Haves

  • Experience in PBM, healthcare, underwriting, pricing, forecasting, actuarial, or financial analytics.
  • Experience validating underwriting, forecasting, pricing, or P&L platforms.
  • Experience with Databricks, SQL, Tableau, Power BI, Python, or similar analytics platforms.
  • Experience leading through managers, including setting direction, coaching people leaders, and driving accountability across multi-level data science teams.

Responsibilities

  • Lead the data science and analytics strategy for underwriting transformation software products, from problem framing through production deployment.
  • Design and operationalize predictive and scenario-based analytical capabilities that support underwriting, pricing, and risk decisions.
  • Apply time-series, advanced regression, tree-based modeling, and forecasting to volume, financial, and risk projections.
  • Use machine learning and statistical modeling to improve underwriting accuracy and efficiency.
  • Partner with Product Management and Engineering to embed analytics and reporting into core product workflows.
  • Define, track, and report product, operational, and business metrics and OKRs aligned with organizational and underwriting transformation goals.
  • Establish scalable reporting frameworks and dashboards that provide transparency into product performance, financial impact, and delivery outcomes.
  • Deliver executive-ready insights that clearly communicate progress, risks, and tradeoffs.
  • Explore and deliver emerging technologies to transform business intelligence and reporting, including AI-enabled reporting layers that support flexible, dynamic, user-driven exploration.
  • Facilitate continuous cross-functional communication across Product, Engineering, Underwriting, Finance, Actuarial, and Executive teams.
  • Build stakeholder partnerships and serve as a strategic thought partner for data-driven decisions.
  • Translate complex analytical insights into clear, actionable narratives for technical and non-technical audiences.
  • Lead, coach, and develop a high-performing organization of decision scientists, analysts, and validation professionals.
  • Define the team vision, strategy, goals, priorities, and OKRs.
  • Manage resource planning, workload prioritization, and organizational growth.
  • Provide executive-level communication, reporting, and strategic recommendations.

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • Paid time off
  • Retirement savings options
  • Wellness programs
  • Other resources supporting physical, emotional, and financial well-being, based on eligibility
  • CVS Health bonus, commission, or short-term incentive program eligibility
  • Company equity award program target
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