Quantitative Cyber Risk Jobs in Chicago, IL (NOW HIRING)

This is an opportunity to join Ascot Group - one of the world's preeminent specialty risk underwriting organizations.

Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we're bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way.

The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric.

Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world class service — both pre- and post-claims. Ascot exists to solve for our clients' brightest tomorrow, through agility, collaboration, resilience, and discipline.

Position Overview:

Ascot's Cyber and Professional Liability unit is seeking a motivated Underwriting Specialist to assist in growing a diverse suite of cyber driven products. Underwriting Specialist will be responsible for the profitability, growth and retention of an assigned book of business, within an assigned territory. Primary responsibilities will include underwriting new and renewal business, building and maintaining strong relationships with internal and external stakeholders. You will work in a team environment, demonstrate a strong customer focus that will expand Ascot's brand and specifically the AscotPro Cyber and Professional Liability appetite and strategy. You will need strong decision-making skills, be detailed oriented, and able to build & sustain relationships that deliver results.

Responsibilities:

• Manage the profitability, growth, and retention of an assigned Cyber and E&O book of business through execution of individual risk underwriting and adherence to the strategic plan of the unit.
• Underwrite and negotiate complex customer accounts to minimize risk and maximize profitability.
• Monitor premiums, costs and claims ratios per contract and take corrective measures if necessary to ensure long term profitability at account level.
• Work independently within delegated underwriting authority and make referrals as required.
• Cultivate and maintain relationships with financial lines peers, leaders and internal partners across functional areas to identify cross-selling opportunities, assist in product development and operational excellence.
• Foster and maintain external relationships with brokers to market and sell Ascot's products.
• Perform other duties as assigned.

Requirements:

• Bachelor's degree or equivalent experience.
• A minimum of 7 years of underwriting experience in the financial lines insurance industry, with experience in Cyber and Professional Liability strongly preferred.
• Deep knowledge of insurance, the applicable 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.
• Must be positive, self-motivated, and possess strong interpersonal, communication and presentation skills.
• Possess strong technical, analytical, and quantitative skills.
• Excellent oral and written communication skills, ability to successfully negotiate in difficult situations with agents and brokers.
• Solution oriented team player with a strong relationship management skill set working with both internal and external stakeholders and customers.
• Proficient in Microsoft Office.
• RPLU, CPCU or other relevant professional designation preferred, but not required.
• Ability to travel 10-15%.

***This position may be filled at a different level, depending on experience***

Compensation:

Actual base pay could vary and may be above or below the listed range based on factors including but not limited to experience, subject matter expertise, and skills. The base pay is just one component of Ascot's total compensation package for employees. Other rewards may include annual cash bonus and other forms of discretionary compensation awarded by the Company.

The annualized base pay range for this role is: $160,000 - $175,000.

Company Benefits:

The Company provides a competitive benefits package that includes the following (eligibility requirements apply): Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Life Insurance, AD&D, Work/Life Resources (including Employee Assistance Program), and more

• Job Identification 935
• Posting Date 04/17/2026, 02:51 PM
• Job Schedule Full time
• Locations New York City