Senior Underwriter - Property Facultative Reinsurance - Individual Risk - -

Ascot Group•Chicago, IL

2d•$125,000 - $145,000•Hybrid

About The Position

Ascot Group is seeking a detail-oriented, analytical underwriter to join its Property Facultative Reinsurance Team and contribute to the growth of the US Property Facultative Reinsurance division. The role involves account-level underwriting reviews and portfolio optimization to support the profitability of the North American Property Facultative book of business and ongoing business development. The underwriter will work with senior management, underwriters, and support staff, and is expected to use AI-enabled tools confidently, apply sound judgment to their insights, and adapt as technology evolves. The position may be filled at a different level depending on experience. The annualized base pay range is $125,000–$145,000. Actual base pay may vary based on factors including experience, subject matter expertise, and skills. Total compensation may also include an annual cash bonus and other discretionary compensation. The company offers a competitive benefits package, subject to eligibility requirements, including health and welfare benefits, leave benefits, and a contributory 401(k) savings plan. The role requires 10–15% travel.

Requirements

Bachelor’s degree or equivalent experience.
At least 5 years of underwriting experience in the insurance industry.
Knowledge of Property Facultative insurance products, insurance regulations, and the insurance industry.
Strong collaborative skills and ability to thrive in a fast-paced, entrepreneurial environment.
Strong critical-thinking skills.
Excellent organizational, desk-management, and prioritization skills, with the ability to work independently and as part of a team.
Positive, self-motivated approach and strong interpersonal, communication, and presentation skills.
Strong technical, analytical, and quantitative skills.
Excellent oral and written communication skills, including the ability to negotiate successfully in difficult situations with agents and brokers.
Solution-oriented team player with strong relationship-management skills when working with internal and external stakeholders and customers.
Proficiency in Microsoft Office.
Travel 10–15%.

Nice To Haves

Property Facultative (Re)insurance underwriting experience is strongly preferred.
ARe, CPCU, ARM, or other relevant professional designation is preferred but not required.

Responsibilities

Manage profitability, growth, and retention of an assigned US-based Property Facultative Reinsurance book through property automatics underwriting and adherence to the unit’s strategic plan.
Understand Ascot’s risk appetite and underwrite property reinsurance within designated underwriting authority.
Liaise with internal teams, including aggregate management, claims, compliance, and legal.
Participate in external underwriting audits for Ascot clients.
Cultivate and maintain relationships with reinsurance peers, leaders, and internal partners to identify cross-selling opportunities.
Represent Ascot at appropriate market groups and committees.
Maintain knowledge of general market conditions.
Work closely with assistants and take overall responsibility for account administration, including bordereau review, reporting deadlines, and premium reconciliation.
Foster external broker relationships to market and sell Ascot’s products.
Embody The Ascot Way in daily interactions, fostering colleague engagement and development, collaboration, inclusivity, and individual accountability.
Perform other duties as assigned.

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
AD&D
Work/Life Resources, including Employee Assistance Program
Paid holidays
Annual Paid Time Off, including paid state/local leave where required
Short-term Disability
Long-term Disability
Other leaves, including Bereavement, FMLA, Adoption, Maternity, Military, and Primary and Non-Primary Caregiver leave
Contributory 401(k) Savings Plan
Annual cash bonus and other forms of discretionary compensation may be awarded