Executive Vice President, Property Facultative Reinsurance

Ascot Group•New York, NY

3d•Hybrid

About The Position

Ascot Group is hiring 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, aligned with enterprise objectives, approved capacity, risk appetite, and return-on-capital targets. The executive advises senior Ascot leadership on market conditions, competitive dynamics, emerging exposures, portfolio performance, capital deployment, and strategic opportunities. The role leads portfolio management and profitable growth across individual risks, renewals, hybrid structures, and automatic facilities. It develops executive relationships with cedants, brokers, and other trading partners; negotiates significant transactions; and works across Ascot’s U.S., Bermuda, and U.K. platforms to coordinate capital and deliver integrated solutions. The executive partners with actuarial, analytics, catastrophe modeling, finance, enterprise risk, and other functions to guide underwriting and capital decisions, while championing responsible use of AI-enabled tools, automation, and advanced analytics. The position builds and leads a high-performing organization, develops talent and succession, and partners across claims, operations, IT, data strategy, legal and compliance, marketing, and human resources. It maintains strong service and operating discipline, ensures compliance with underwriting authorities, risk controls, regulations, and governance standards—including those associated with Syndicate 1414—and represents Ascot in industry forums. The leader is expected to model The Ascot Way through inclusive, collaborative, entrepreneurial, and accountable leadership.

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 complex risk evaluation, solution structuring, and sound underwriting judgment.
Executive-level experience leading a significant underwriting business with direct 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 credibility and relationships with senior executives, cedants, brokers, and other facultative reinsurance market participants.
Exceptional financial, analytical, and portfolio-management capabilities, including interpreting underwriting, actuarial, catastrophe, exposure, and financial data and translating insights into action.
Ability to develop and execute business plans, establish performance measures, allocate resources, and hold teams accountable.
Experience implementing operational improvements, including responsible use of AI-enabled tools, automation, and analytics.
Enterprise perspective and a collaborative record of working across Claims, Actuarial, Finance, Risk, Operations, Technology, Legal and Compliance, Marketing, and Human Resources.
Demonstrated ability to attract, coach, develop, and retain diverse, high-performing teams and build succession pipelines.
Executive presence, sound judgment, and excellent written and verbal communication skills, including the 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

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, aligned with enterprise objectives, approved capacity, risk appetite, and return-on-capital targets.
Advise the President, Ascot Re, the Group Executive Committee, and other 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, selection, pricing, 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 negotiation 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, create cross-platform opportunities, and maintain a consistent market proposition.
Work with Actuarial, Analytics, Catastrophe Modeling, Finance, and Enterprise Risk to assess exposures and loss scenarios, monitor portfolio performance, and guide underwriting and capital decisions.
Champion responsible adoption of AI-enabled tools, automation, and advanced analytics to improve risk selection, pricing insight, workflow efficiency, portfolio management, and decision quality.
Build, lead, and retain a high-performing Property Facultative organization; establish accountability, develop succession, strengthen technical capability, and foster collaboration, inclusion, and continuous improvement.
Partner with Claims, Operations, IT, Data Strategy, Legal and Compliance, Marketing, and Human Resources to deliver scalable capabilities, client outcomes, governance, and talent results.
Maintain top-of-market service in a high-volume submission environment and ensure disciplined underwriting records, deal documentation, reporting, reserving, premium administration, and claims coordination.
Ensure the business operates within applicable underwriting authorities, risk controls, regulatory requirements, and governance standards, including those associated with Syndicate 1414.
Represent Ascot in industry groups, conferences, and market forums to strengthen its visibility, reputation, and influence in the global facultative marketplace.
Model The Ascot Way through inclusive, collaborative, entrepreneurial, and accountable leadership grounded in excellence, integrity, resilience, and continuous improvement.
Travel as business needs require, including on short notice.

Benefits

Medical insurance, including prescription coverage
Dental insurance
Vision insurance
Health savings account
Commuter account
Health care and dependent care flexible spending accounts
Life insurance
Accidental death and dismemberment insurance
Work-life resources, including an Employee Assistance Program
Paid holidays
Annual paid time off, including state or local paid leave where required
Short- and long-term disability
Bereavement, FMLA, adoption, maternity, military, primary caregiver, and non-primary caregiver leave
Contributory 401(k) savings plan
Annual cash bonus and other discretionary compensation may be offered