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Cyber Insurance Jobs in Chicago, IL (NOW HIRING)

Canopius

Senior Cyber Incident Responder

Chicago, IL · Hybrid

$95K - $115K/yr

The Role Canopius is a market-leading cyber insurer with an in-house Cyber Incident Management Team supporting policyholders through stressful and time-critical cyber events. The Senior Cyber ...

Canopius

Senior Cyber Incident Responder

Chicago, IL · On-site

$95K - $115K/yr

The Role Canopius is a market-leading cyber insurer with an in-house Cyber Incident Management Team supporting policyholders through stressful and time-critical cyber events. The Senior Cyber ...

TytoCare

Actuarial Manager, Pricing

Chicago, IL · On-site

$175 - $205/hr

With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ...

New

At-Bay

Actuarial Manager, Pricing

Chicago, IL · On-site

$175K - $205K/yr

With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ...

At-Bay

Actuary / Senior Actuary

Chicago, IL · On-site

With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ...

At-Bay

Senior Actuarial Analyst, Pricing

Chicago, IL · On-site

$120K - $135K/yr

With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ...

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Cyber Insurance information

See Chicago, IL salary details

$30.4K

$125.8K

$203.5K

How much do cyber insurance jobs pay per year?

As of Aug 7, 2026, the average yearly pay for cyber insurance in Chicago, IL is $125,789.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,500.00 and $154,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in cyber insurance, and why are they important?

To thrive in Cyber Insurance, a strong foundation in cybersecurity risk assessment, insurance underwriting, and knowledge of cyber threats is essential, typically supported by a degree in finance, risk management, or information security. Familiarity with risk modeling tools, claims management software, and certifications such as CISSP or CPCU are highly valuable. Exceptional analytical thinking, communication, and negotiation skills help professionals stand out in navigating complex cyber risks and policy terms. These competencies are critical to accurately assess client risks, tailor coverage, and effectively respond to emerging threats in a rapidly evolving digital landscape.

What is a cyber insurance?

A Cyber Insurance job involves assessing, underwriting, and managing policies that protect businesses from financial losses due to cyber threats like data breaches, ransomware, and hacking. Professionals in this field analyze cybersecurity risks, determine coverage terms, and work with clients to mitigate potential threats. They may also handle claims and collaborate with cybersecurity experts to evaluate incidents. Roles in cyber insurance can include underwriters, claims analysts, risk assessors, and consultants.

What are the typical challenges faced by professionals working in cyber insurance?

Professionals in Cyber Insurance often face the challenge of keeping up with the rapidly changing landscape of cyber threats and evolving regulations. Assessing and pricing cyber risk requires continuous learning and close collaboration with both cybersecurity experts and corporate clients. Workdays can include analyzing client security measures, crafting customized policy terms, and responding quickly to active cyber incidents. Success in this role often depends on the ability to adapt quickly and communicate complex concepts clearly to clients and team members.

What are the most commonly searched types of Cyber Insurance jobs in Chicago, IL? The most popular types of Cyber Insurance jobs in Chicago, IL are:
What are popular job titles related to Cyber Insurance jobs in Chicago, IL? For Cyber Insurance jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Cyber Insurance jobs in Chicago, IL look for? The top searched job categories for Cyber Insurance jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Cyber Insurance jobs? Cities near Chicago, IL with the most Cyber Insurance job openings:
Cyber Insurance jobs near you
Infographic showing various Cyber Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $125,789 per year, or $60.5 per hour.

Director, Senior Cyber Broker - NA FINEX

Willis Towers Watson

Chicago, IL • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 2 days ago

New

Willis Towers Watson rating

8.3

Company rating: 8.3 out of 10

Based on 44 frontline employees who took The Breakroom Quiz

38th of 150 rated financial services

Job description


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.

Qualifications
The Qualifications
Required
  • Bachelor's degree or equivalent professional experience.
  • 5-10+ 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 $125,000- $225,000 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

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