Executive Vice President, Property Facultative Reinsurance

Ascot Group•New York, NY

4d•$300,000 - $350,000•Hybrid

About The Position

Ascot Group is seeking an executive to lead its Property Facultative business and support the continued growth of its global reinsurance platform. The role owns the business vision, strategy, business plan, and financial performance, aligning priorities with enterprise objectives, approved capacity, risk appetite, and return-on-capital targets. The executive advises senior leaders on market conditions, portfolio performance, capital deployment, and strategic opportunities; leads disciplined underwriting and portfolio management; and drives profitable growth through priority segments, distribution opportunities, products, and client solutions. The position builds executive-level relationships with cedants, brokers, and other trading partners; leads negotiations on significant transactions; and partners across Ascot’s U.S., Bermuda, and U.K. platforms. It works closely with actuarial, analytics, catastrophe modeling, finance, enterprise risk, and other functions to make informed underwriting and capital decisions, while championing responsible use of AI, automation, and advanced analytics. The executive also builds and develops a high-performing organization, supports strong governance and operational capabilities, maintains service standards, and represents Ascot in the facultative marketplace. The role requires a bachelor’s degree and at least 20 years of progressively responsible reinsurance experience, including substantial leadership experience in the U.S. facultative market. The position may be filled at a different level depending on the selected candidate’s experience and qualifications. Travel is required as business needs dictate, including on short notice. Annualized base pay is $300,000–$350,000; additional compensation may include an annual cash bonus and other discretionary compensation. Ascot offers a competitive benefits package, subject to eligibility requirements.

Requirements

Bachelor’s degree required.
At least 20 years of progressively responsible reinsurance experience, including substantial leadership experience in the U.S. facultative market.
Deep Property Facultative underwriting expertise, including evaluating complex risks, structuring solutions, and exercising sound underwriting judgment.
Executive-level experience leading a significant underwriting business with accountability for strategy, profit and loss, portfolio performance, capital deployment, client relationships, governance, and talent.
Demonstrated success building, transforming, or scaling a business and delivering sustainable underwriting profitability and measurable financial results across market cycles.
Established relationships and credibility with senior executives, cedants, brokers, and other participants in the facultative reinsurance market.
Strong financial, analytical, and portfolio-management capabilities, including the ability to interpret underwriting, actuarial, catastrophe, exposure, and financial data and act on insights.
Ability to develop and execute business plans, establish performance measures, allocate resources, and hold teams accountable.
Experience identifying and implementing operational improvements, including responsible use of AI-enabled tools, automation, and analytics.
Enterprise perspective and collaborative experience partnering across Claims, Actuarial, Finance, Risk, Operations, Technology, Legal and Compliance, Marketing, and Human Resources.
Demonstrated success attracting, coaching, developing, and retaining diverse, high-performing teams and building succession pipelines.
Executive presence, sound judgment, and exceptional written and verbal communication skills; ability to influence boards, executive committees, clients, brokers, and internal stakeholders.
Ability to lead through complexity and change while balancing growth, underwriting discipline, client needs, and enterprise priorities.
Commitment to integrity, regulatory compliance, inclusive leadership, and The Ascot Way.
Ability to travel as business needs require, including on short notice.

Nice To Haves

An advanced degree or relevant professional designation.
Experience across additional specialty lines.

Responsibilities

Own the vision, strategy, business plan, and financial performance of the Property Facultative business, aligning priorities with enterprise objectives, capacity, risk appetite, and return-on-capital targets.
Advise senior executives on market conditions, competitive dynamics, emerging exposures, portfolio performance, capital deployment, and strategic opportunities.
Lead portfolio management across individual risks, renewals, hybrid structures, and automatic facilities, balancing growth, risk selection, pricing, aggregate exposure, diversification, volatility, and capacity allocation.
Drive profitable growth by identifying priority segments, distribution opportunities, new products, and differentiated client solutions.
Develop executive-level relationships with cedants, brokers, and other trading partners; originate opportunities and position Ascot as a preferred facultative partner.
Lead negotiations of significant terms, pricing, structures, and conditions for complex or strategically important transactions.
Partner across Ascot’s U.S., Bermuda, and U.K. platforms to deliver integrated solutions, coordinate capital deployment, and create cross-platform opportunities.
Work with Actuarial, Analytics, Catastrophe Modeling, Finance, and Enterprise Risk to assess exposures and loss scenarios, monitor portfolio performance, and inform underwriting and capital decisions.
Champion responsible adoption of AI-enabled tools, automation, and advanced analytics to improve risk selection, pricing, workflow efficiency, portfolio management, and decision quality.
Build, lead, and retain a high-performing Property Facultative organization, setting accountability and developing succession, technical capability, collaboration, inclusion, and continuous improvement.
Partner with Claims, Operations, IT, Data Strategy, Legal and Compliance, Marketing, and Human Resources on operating capabilities, client outcomes, governance, and talent results.
Maintain top-of-market service in a high-volume submission environment and ensure disciplined underwriting records, documentation, reporting, reserving, premium administration, and claims coordination.
Ensure the business complies with underwriting authorities, risk controls, regulatory requirements, and governance standards, including those associated with Syndicate 1414.
Represent Ascot in industry groups, conferences, and market forums.
Model The Ascot Way through inclusive, collaborative, entrepreneurial, and accountable leadership.
Travel as business needs require, including on short notice.