Director of Strategy, Middle and Large Business

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Fintech • Payments • Financial Services
The Role
Dir Strategic Initiatives - NS06AE

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.   

         

Overview:
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.
 

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.
     

Qualifications

  • 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.

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

$143,200 - $214,800

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age

About Us | Our Culture | What It’s Like to Work Here | Perks & Benefits

The Hartford Financial Services Group, Inc. Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about The Hartford Financial Services Group, Inc. and has not been reviewed or approved by The Hartford Financial Services Group, Inc..

  • Retirement Support The retirement savings plan pairs matching with an additional company contribution and guidance, strengthening long‑term financial security. Consistent 401(k) generosity elevates perceived total compensation across roles.
  • Leave & Time Off Breadth Paid time off, holidays, and paid leaves are described as generous and accessible, supporting work‑life balance. The ability to take meaningful time away adds value beyond base pay.
  • Healthcare Strength Health, dental, and vision options are comprehensive, with supplemental coverages that help manage out‑of‑pocket costs. Mental health resources, EAP access, and wellness programs further reinforce overall benefits value.

The Hartford Financial Services Group, Inc. Insights

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The Company
HQ: Hartford, Connecticut
20,002 Employees
Year Founded: 1810

What We Do

Human achievement is at the heart of what we do. We put our belief into action by not only ensuring individuals and businesses are well protected, but by going even further – making an impact in ways that go beyond an insurance policy

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