Director of Strategy, Middle and Large Business

The Hartford • Hartford, CT

1d

About The Position

The Director of Strategy partners with the Middle & Large (M&L) Business Senior Leadership Team and matrix partners to evolve and advance the business unit strategy, driving improved results and increased market share. This role shapes a differentiated vision for the marketplace, analyzes data and trends, and brings innovative thinking to solve business challenges. Reporting to the Head of Strategy, M&L, the position is based in Hartford, CT, or select regional offices.

Requirements

• Minimum 8 years in management consulting or strategy or underwriting leadership or product roles within an insurance carrier; commercial insurance experience strongly preferred.
• Deep understanding of the Business Insurance marketplace, competitor positioning, and emerging innovations that drive growth.
• Demonstrated business and financial acumen, with proven ability to analyze market trends, conduct research, and apply business and financial insights to inform strategic decisions.
• Exceptional ability to build trust and influence senior leadership as a thought partner; skilled at navigating complex, matrixed organizations and aligning diverse stakeholders.
• Track record of leading cross-functional initiatives and translating strategic vision into actionable outcomes while fostering strong partnerships across the enterprise.
• Exceptional executive Communication and storytelling with the ability to synthesize complex information into compelling narratives for diverse audiences, including executive leadership and the Board of Directors.
• Exceptional verbal and written communication (including PowerPoint), with the ability to simplify complexity and inspire confidence.
• Critical and strategic thinker; innovative and intellectually curious, with excellent research capabilities and the ability to challenge conventional wisdom constructively.
• Bachelor’s degree or equivalent work experience required.

Responsibilities

• Partner with senior business leadership as a strategic advisor, delivering actionable insights and evaluating the success of enterprise strategies.
• Develop and implement cohesive strategies, multi-year roadmaps, and execution plans to achieve growth and profitability objectives.
• Drive Data-Informed Decisions: Leverage market research, performance analysis, competitor intelligence, and customer insights to inform creative, high-impact decisions.
• Lead Strategic Problem-Solving: Drive innovative solutions and ensure execution with urgency to deliver measurable results.
• Communicate with Clarity and Influence: Translate complex insights into clear, actionable recommendations for senior leaders and key stakeholders.
• Champion Strategic Thinking: Engage senior leaders in meaningful discussions that generate innovative ideas, influence critical choices and advance enterprise strategy.
• Ensure responsiveness to the Board of Directors, Rating Agencies, and other strategic imperatives, partner on annual Board presentations.
• Monitor Competitive Landscape: Analyze market position and emerging external capabilities to identify opportunities and accelerate business growth.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Number of Employees: 5,001-10,000 employees