Sr. Underwriting Strategy Analyst - Remote Opportunity

GuideOne Insurance•Worcester, MA

1d•Remote

About The Position

The Senior Underwriting Strategy Analyst supports the Director of Underwriting Strategy in driving portfolio performance, optimizing underwriting, and advancing strategic initiatives across the underwriting lifecycle. This role blends analytics, underwriting expertise, and cross-functional leadership to improve risk selection, profitability, and operational efficiency.

Requirements

Underwriting expertise
Cross-functional leadership
Advanced data analysis skills
Experience with data analysis to identify drivers of loss, profitability, and underwriting performance
Experience developing dashboards, scorecards, and reporting frameworks
Ability to partner with actuarial, data science, and finance teams to evaluate pricing models and assumptions
Ability to translate complex data into clear, actionable recommendations
Experience supporting governance frameworks including referral processes, authority structures, and underwriting controls
Experience performing audits and quality assurance reviews
Ability to identify process gaps and recommend enhancements
Ability to partner with Product, Actuarial, Claims, Distribution, and Operations
Experience contributing to product development, coverage enhancements, and market positioning initiatives
Ability to support field underwriting teams with insights, tools, and strategic guidance
Experience identifying and leading initiatives to streamline underwriting workflows
Experience supporting automation, digitization, and decision-support tool development
Ability to drive continuous improvement in underwriting efficiency and scalability
Experience leading or supporting high-impact initiatives such as new program or segment launches, profitability remediation strategies, or expansion into new markets or distribution channels
Ability to prepare executive-level presentations and strategic recommendations

Responsibilities

Support development and execution of underwriting strategies aligned to growth, profitability, and risk appetite goals
Analyze portfolio performance trends (loss ratio, hit rate, retention, pricing adequacy) and recommend actionable improvements
Monitor underwriting guidelines and identify opportunities for refinement based on emerging experience and market dynamics
Assist in segmentation strategies to optimize risk selection and pricing precision
Conduct advanced data analysis to identify drivers of loss, profitability, and underwriting performance
Develop dashboards, scorecards, and reporting frameworks for leadership visibility
Partner with actuarial, data science, and finance teams to evaluate pricing models and assumptions
Translate complex data into clear, actionable recommendations for underwriting leadership
Support governance frameworks including referral processes, authority structures, and underwriting controls
Perform audits and quality assurance reviews to ensure adherence to underwriting guidelines
Identify process gaps and recommend enhancements to improve consistency and decision quality
Partner with Product, Actuarial, Claims, Distribution, and Operations to align strategy and execution
Contribute to product development, coverage enhancements, and market positioning initiatives
Support field underwriting teams with insights, tools, and strategic guidance
Identify and lead initiatives to streamline underwriting workflows and reduce friction
Support automation, digitization, and decision-support tool development
Drive continuous improvement in underwriting efficiency and scalability
Lead or support high-impact initiatives such as: New program or segment launches, Profitability remediation strategies, Expansion into new markets or distribution channels
Prepare executive-level presentations and strategic recommendations