Wholesale Head of Casualty
Job Details
- Location:
- Chicago, IL
- Category:
- Underwriting
- Employment Type:
- Full time
- Job Ref:
- R2627138-172
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.
The Head of Casualty is responsible for developing and executing strategic and tactical business plans that advance the Wholesale strategy, strengthen underwriting performance, improve governance and operational controls, and drive profitable growth. This leader brings deep knowledge of Primary and Excess Casualty lines of business and translates financial, market, and operational insights into a clear strategy for internal teams, field leaders, brokers, and external stakeholders. The role also leads a portfolio of strategic initiatives, including technology transformation efforts, that build new capabilities, improve productivity, and position the business for its next phase of growth. This role reports into the Global Specialty Head of Wholesale Property and Casualty.
Key Responsibilities:
Strategy, Business Planning & Execution
- Develop and execute strategic and tactical business plans that support Wholesale priorities and profitable growth objectives.
- Translate deep understanding of Wholesale lines of business into a clearly articulated strategy for internal teams and external audiences.
- Lead business case development, project execution, and delivery for strategic initiatives aligned to the Wholesale strategy.
- undefined
Financial Performance & Portfolio Management
- Analyze financial performance across each line of business, identify trends, and use insights to shape future strategy.
- Review countrywide results to evaluate field execution and recommend or implement corrective actions as needed.
- Develop recommendations that improve profitability, productivity, governance, and operational control effectiveness.
- undefined
Market Insight, Field Engagement & Customer Focus
- Partner with Field Leadership to understand marketplace trends, broker dynamics, customer needs, and competitive pressures.
- Anticipate customer needs and recommend proactive actions related to product, appetite, process, and go-to-market strategy.
- Maintain a strong external focus to ensure business strategies remain market-relevant and customer-centered.
- undefined
Transformation, Technology & Continuous Improvement
- Lead technology transformation and capability-building initiatives that support the Wholesale strategy and strengthen the business model.
- Drive disciplined execution, pace, and accountability to prove out new capabilities and accelerate business outcomes.
- Apply a continuous improvement mindset to simplify processes, improve operational controls, and increase productivity.
- undefined
Leadership & Cross-Functional Partnership
- Build and lead results-oriented, high-performing teams with clear priorities, accountabilities, and performance expectations.
- Lead cross-functional teams through thought leadership, collaboration, bias for action, and strong enterprise partnership.
- Influence stakeholders at all levels to align around strategic priorities, solve complex problems, and deliver enterprise value as well as customer value.
Qualifications:
- 15+ years of progressive underwriting leadership experience across Excess and/or Primary Casualty; E&S and admitted market experience strongly valued.
- Demonstrated success leading large underwriting portfolios with P&L accountability and strong financial outcomes.
- Proven experience operating as a senior business leader with accountability for strategy, financial performance, talent, operations, governance, and execution across a complex business.
- Demonstrated ability to lead through transformation, including operating model redesign, technology adoption, workflow simplification, and change leadership.
- Strong commercial orientation with the ability to identify growth opportunities, evaluate market dynamics, and make disciplined trade-offs across profitability, risk, and scale.
- Strong market presence and credibility with brokers, senior leaders, and cross‑functional partners.
- Track record of building, developing, and retaining top underwriting talent while preparing successors for critical roles.
- Sound judgment, high ethical standards, and the ability to make complex decisions with incomplete information.
- Executive‑level communication skills, with the ability to clearly articulate strategy, priorities, and expectations.
This role is a Hybrid work schedule. Candidates who live near one of our office locations will have the expectation of working in an office 3 days a week (Tuesday through Thursday). Candidates who do not live near an office will have a remote work schedule, with the expectation of coming into an office as business needs arise.
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:
$268,000 - $402,000Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age
About Us
We believe every day is a day to do right.
And that belief has guided us for over 200 years. Showing up for people isn’t just what we do, it’s who we are. We’re devoted to finding innovative ways to serve our customers, communities and employees – continually asking ourselves what more we can do.
And while how we contribute looks different for each of us, it’s these values that drive all of us to do more and to do better every day.
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