Specialty Underwriter, Cyber and E&O

Westfield-Insurance; Chicago (IL); On-site; USD 100,000 - 150,000; Full time

Job summary

Westfield Specialty in Chicago, IL, seeks an experienced Underwriter to oversee a complex Cyber Liability and Tech E&O book, concentrating on new business and broker retention. You will assess submissions, set terms, and collaborate with teams to sustain profitability while managing relationships with brokers and clients.

The role requires 3+ years of underwriting experience, strong communication skills, and willingness to travel.

Qualifications

• Bachelor's degree required.
• Minimum 3+ years of Cyber Liability and/or Tech E&O underwriting experience.
• Proven ability to build broker relationships and generate new business.
• Strong writing and communication skills.
• Excellent organizational skills and multi-tasking.
• Ability to travel and be onsite 4 days a week.
• Ability to think originally and welcome feedback.

Responsibilities

• Develop, grow, and manage a profitable Cyber Liability portfolio with focus on new business production and key account retention.
• Drive underwriting profitability through disciplined risk selection, pricing, coverage analysis, and portfolio management strategies.
• Cultivate and maintain strong relationships with retail brokers to generate new business opportunities.
• Market products through broker meetings, events, presentations, and networking to expand distribution.
• Independently evaluate and underwrite complex risks by reviewing submissions and determining pricing and coverage.
• Ensure compliance with underwriting guidelines, authority levels, systems, and procedures.
• Collaborate with Actuarial, Claims, Legal, and Product Development teams to support pricing strategies.
• Monitor cyber threat trends, claims activity, and marketplace changes to adjust strategies.
• Provide underwriting analysis, production updates, and portfolio performance metrics to senior management.

Skills

Cyber liability underwriting

Broker relationship management

Strong writing & communication

Independent work mindset

Willingness to travel

Onsite 4 days a week

Education

Bachelor's degree

Job description

Underwriters are responsible for underwriting a complex book of business, employing the methods necessary to meet projected profitability, gross written premium, and expense goals, management and growth of the overall portfolio of business, implementing proper underwriting discipline/guidelines, marketing and servicing of existing and potential clients. This position is located in Chicago, IL and will report directly into VP, Cyber Liability Midwest Regional Leader.

RESPONSIBILITIES

• Develop, grow, and manage a profitable portfolio of Cyber Liability, Technology Errors & Omissions, and Miscellaneous Professional Liability business, with a strong focus on new business production and retention of key accounts.
• Drive underwriting profitability through disciplined risk selection, pricing, coverage analysis, and portfolio management strategies.
• Cultivate and maintain strong relationships with retail brokers to generate new business opportunities and increase market presence within the assigned territory.
• Actively market products through broker meetings, industry events, presentations, conferences, lunches, dinners, and other networking activities to expand distribution channels and strengthen strategic partnerships.
• Independently evaluate and underwrite complex risks by reviewing submissions, analyzing exposures, assessing financial and operational information, and determining appropriate pricing, terms, conditions, and coverage structures.
• Ensure compliance with underwriting guidelines, authority levels, systems, and operational procedures.
• Collaborate with Actuarial, Claims, Legal, and Product Development teams to support pricing strategies, address emerging cyber trends, and maintain portfolio profitability.
• Monitor industry developments, cyber threat trends, claims activity, and marketplace changes to identify opportunities and enhance underwriting strategies.
• Provide underwriting analysis, production updates, pipeline reporting, and portfolio performance metrics to senior management.

CANDIDATE SKILLS, EXPERIENCE

• Bachelor's degree required.
• Minimum 3+ years of Cyber Liability and/or Technology E&O underwriting experience, with demonstrated production and broker-facing responsibilities strongly preferred.
• Proven ability to build and maintain broker relationships and successfully generate new business opportunities.
• Solid Writing and Communication Skills
• Excellent organizational skills, and ability to multi-task
• Ability to work independently in a fast-paced environment
• Willingness to travel
• Must be able to think originally, be willing to challenge ideas and be receptive to constructive feedback
• Ability to be onsite in office 4 days week, where applicable

This job description describes the general nature and level of work performed in this role. It is not intended to be an exhaustive list of all duties, skills, responsibilities, knowledge, etc. These may be subject to change and additional functions may be assigned as needed by management.

Westfield Specialty is proud to be an Equal Employment Opportunity employer.We celebrate diversity and do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, veteran status, disability status, or any other applicable characteristics protected by law.

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