Senior Director, Senior Cyber Broker - NA FINEX at WTW in Chicago, IL

As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions.

The Role

As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions.

The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace.

Key Responsibilities

Client Advisory & Relationship Management

• Serve as a trusted advisor to clients on cyber insurance and related financial lines risks.
• Lead client discussions regarding exposure analysis, market conditions, and renewal strategies.
• Develop and maintain strong relationships with existing clients while leading new business opportunities.
• Deliver exceptional client service through proactive communication and consultative guidance.

Insurance Placement & Market Negotiation

• Design, market, and place cyber insurance programs across a broad range of industries.
• Negotiate competitive coverage terms, conditions, and pricing with insurance carriers.
• Review insurance policies and provide detailed coverage analyses and recommendations.
• Structure complex and customized insurance solutions to address unique client needs.
• Maintain a thorough understanding of carrier appetites, evolving exposure and market trends, and emerging products.

Business Development

• Support growth objectives through client retention, cross-selling, and new business development.
• Lead RFP responses, prospect presentations, and sales initiatives.
• Identify opportunities to expand services and deepen client relationships.
• Collaborate with colleagues across industry verticals and specialty practices to deliver integrated solutions.

Market Leadership & Collaboration

• Develop and maintain strong relationships with insurers and key market stakeholders.
• Provide technical cyber insurance expertise to colleagues and clients.
• Monitor evolving cyber threats, regulatory developments, and insurance market trends.
• Contribute to thought leadership initiatives, industry events, webinars, and market-facing content.
• Mentor and support junior team members as appropriate.

Responsibilities

Qualifications

The Qualifications

Required

• Bachelor's degree or equivalent professional experience.
• 8-10+ years of experience in cyber insurance broking, underwriting, or related financial lines disciplines.
• Strong knowledge of cyber insurance products, coverage forms, policy language, and market practices.
• Demonstrated experience placing cyber insurance programs, negotiating directly with insurers, and participating in new business RFP’s.
• Excellent communication, presentation, and relationship management skills.
• Proven ability to manage multiple priorities in a fast-paced environment.
• Property & Casualty Insurance License or ability to obtain one upon hire.

Preferred

• Experience working with both middle market and large account clients.
• Established relationships within the global cyber insurance marketplace.
• Professional designations such as CPCU, ARM, or RPLU.
• Experience leading teams, managing people, or driving strategic business initiatives.
• Proven track record of business development, client acquisition, and revenue growth within the cyber, financial lines, or broader commercial insurance marketplace.

What Success Looks Like

• Establishes credibility with clients as a trusted advisor on cyber risk and insurance strategy.
• Consistently delivers successful placement outcomes and strong client retention.
• Maintains productive relationships across carrier partners and internal stakeholders.
• Contributes meaningfully to revenue growth, business development, and market leadership initiatives.
• Demonstrates technical excellence and thought leadership in the cyber insurance marketplace.

Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity.

This position will remain posted for a minimum of three business days from the date posted or until sufficient/appropriate candidate slate has been identified.

Compensation and Benefits

Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation (Producer roles only).

Compensation

The base salary compensation range being offered for this role is $175,000– $300,000 USD per year. This role is also eligible for an annual short-term incentive bonus.

Company Benefits

WTW provides a competitive benefit package which 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, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
• Leave Benefits: Paid Holidays, Annual Paid Time Off (includes paid state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off
• Retirement Benefits: Contributory Pension Plan and Savings Plan (401k). All Level 38 and more senior roles may also be eligible for non-qualified Deferred Compensation and Deferred Savings Plans.

Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.

EOE, including disability/vets