Head of Captives

Head of Business - UQ04KE

Head of Business - UQ05RE

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.

Reporting to the Head of Large & Complex business, the Head of Captives is a strategic and dynamic leader responsible for setting and executing the vision, strategy, and operational excellence of The Hartford's Captives Business, including Single Parent and Group Captives, representing a significant portion of the Middle & Large Business portfolio. This role has full accountability for significant portfolio growth, profitability, rate achievement, retention, new business, and total losses, and will drive innovation and customer-centricity in alignment with enterprise goals and market trends.

Key Responsibilities:

Strategic Leadership & Business Oversight

• Develop and execute a multi-year, forward-looking product strategy and operating model for the Captives business, setting significant growth targets aligned with enterprise and segment goals, and driving appetite expansion, pricing sophistication, and service innovation.
• Manage the full P&L for the Captives portfolio, including Single Parent and Group Captives, driving growth, profitability, and operational excellence.
• Lead innovation in Captive solutions, leveraging data, analytics, and emerging technologies.
• Oversee Underwriting performance, pricing strategy, risk selection, and compliance across Captive programs.
• Partner with Claims, Risk Engineering, Actuarial, Finance, Technology, Compliance, Legal, Operations, and IT to deliver integrated solutions and support risk decision-making.
• Collaborate with Distribution and Marketing to enhance visibility, market penetration, and sales initiatives.

• Build and maintain strong relationships with brokers, Captive Board of Directors, Captive managers, clients, and top agents to maximize market share and retention. High level of travel required.
• Represent The Hartford in industry forums, thought leadership platforms, and field engagements.
• Monitor competitive landscape and regulatory developments to inform strategy and anticipate market actions.

• Lead, develop, and pipeline a high-performing team of Underwriting professionals.
• Foster a culture of accountability, innovation, collaboration, and continuous improvement.
• Create and sustain an engaged, inclusive, and high-performing culture through effective talent management and succession planning.
• Lead change associated with adoption of advanced technology solutions and cross-functional initiatives to improve operational efficiency and customer experience.
• Provide visible leadership internally and externally, participating in Employee Resource Groups, workplace communities, and company-wide initiatives.
• Ensure clear direction and communication to support HIG and segment initiatives.

• 15+ years progressive experience in Commercial Insurance P&C underwriting, sales/field management, and supervision.
• Proven track record of leading complex portfolios and delivering profitable growth.
• Strong strategic thinking, financial acumen, and execution capabilities.
• Exceptional leadership and people development skills, with 10+ years people leadership experience.
• Technical knowledge of insurance industry operations and processes.
• Ability to navigate ambiguity and drive innovation in a changing market.
• Bachelor's degree required; advanced degree and/or CPCU, ARM, CIC designation preferred.
• Superior analytical and problem-solving skills, including the ability to encourage new ways of looking at problems and generate new ideas for profitable growth.
• Ability to interact with the C-suite and across all levels of the organization.
• Strong industry reputation as both a technical and externally facing market leader and thought partner.
• Requires 50% travel including international.

• Experience with digital transformation or technology-enabled underwriting.
• Strong external presence and ability to influence industry direction.
• Passion for customer-centricity and adaptive leadership.
• Demonstrated bias for speed and execution that serves shareholders and customers.