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Cyber Insurance Jobs in Chicago, IL (NOW HIRING)

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

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 ...

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 ...

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 ...

Aon Corporation

Cyber and E&O Broker

Chicago, IL · On-site +1

$70K - $90K/yr

Demonstrate detailed knowledge of Cyber/E&O insurance marketplace and our team's products and services * Demonstrate ability to place a layered program ($50M+) from start to finish * Own all aspects ...

Aon Corporation

Cyber and E&O Broker

Chicago, IL · On-site

$70K - $90K/yr

Demonstrate detailed knowledge of Cyber/E&O insurance marketplace and our team's products and services * Demonstrate ability to place a layered program ($50M+) from start to finish * Own all aspects ...

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All JobsCyber Insurance JobsCyber Insurance Jobs in Chicago, IL

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 Jul 30, 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.

Is 40 too old for cyber security?

Cyber insurance professionals and cybersecurity roles do not have age restrictions; individuals can enter the field at any age. Success depends on skills, certifications, and experience, which can be developed through training and continuous learning regardless of age.

What are the key skills and qualifications needed to thrive in the Cyber Insurance position, 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 job?

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.

Can you make $500,000 a year in cyber security?

Cyber insurance professionals and cybersecurity experts can potentially earn $500,000 or more annually, especially with senior roles, extensive experience, specialized skills, and certifications like CISSP or CISM. High-level positions in management, consulting, or executive roles tend to have higher compensation, often supplemented by bonuses and profit sharing. Achieving this income level typically requires years of experience and a strong understanding of cybersecurity and risk management.

How much do cyber insurance agents make?

Cyber insurance agents typically earn between $50,000 and $100,000 annually, depending on experience, location, and sales performance. Compensation may include base salary plus commissions or bonuses, and strong knowledge of cybersecurity and insurance products can enhance earning potential.

Can you make $200,000 in cyber security?

Cyber insurance professionals and cybersecurity roles can reach salaries of $200,000 or more, especially with experience, advanced certifications, and specialized skills such as risk assessment or threat management. Senior positions, management roles, and those in high-demand industries tend to offer higher compensation. Continuous learning and certifications like CISSP or CISM can help increase earning potential.
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 July 2026, with employment types broken down into 100% Full Time. Highlights an 68% In-person, 11% Hybrid, and 21% Remote job distribution, with an average salary of $125,789 per year, or $60.5 per hour.

Cyber Executive Underwriter

HDI Global Insurance Company

Chicago, IL • On-site

$170 - $220/hr

Other

Medical, Dental, Vision, Life, Retirement, PTO

Posted 10 days ago

Job description

Cyber Executive Underwriter – USA Remote

Who We Are

HDI Global Insurance Company is a commercial property and casualty insurer headquartered in Chicago, IL. As a wholly owned subsidiary of HDI Global SE, we manage the industrial lines division of the Talanx Group. Our extensive portfolio of products and services, combined with an international network of local insurers in over 150 countries, enables us to offer comprehensive domestic and global insurance solutions for U.S.-based multinational companies.

With Xcelerate29, HDI is shaping its future by becoming a Trusted Global Player, achieving Next-level Excellence, and building a Forward-thinking Organisation. This direction helps HDI Global lead the profitable growth game as a globally connected business, raise the bar every day through stronger underwriting, claims, and investment performance, and win tomorrow by starting today with a lean, fast, resilient, and future-ready organisation. Together, these priorities support profitable growth, sustainable profitability, global consistency, digital transformation, AI acceleration, smart cost leadership, and stronger collaboration across teams and markets. They also reflect our focus on being a workplace of choice by building a future-ready workforce where people learn, grow, adapt to technology change, and contribute to long-term success.

Job Overview

We are currently seeking a seasoned Cyber Executive Underwriter to join our team, focusing on underwriting complex cyber risks and contributing to the growth and profitability of our cyber portfolio.

Responsibilities
  • Underwrite and manage a portfolio of complex cyber insurance accounts, including large commercial and multinational risks.
  • Develop and maintain strong relationships with brokers and clients to drive profitable growth within the cyber segment.
  • Analyze and evaluate cyber risk exposures, security controls, and coverage needs to deliver tailored insurance solutions.
  • Collaborate with global underwriting teams, cyber risk engineers, and internal stakeholders on large or specialized cyber accounts.
  • Monitor cyber threat trends, regulatory developments, and market conditions to inform underwriting strategy and product development.
Qualifications and Experience
  • Deep technical expertise in cyber underwriting, including data privacy, network security, ransomware, and business interruption exposures.
  • Strong analytical skills with the ability to assess complex cyber risks and develop innovative underwriting solutions.
  • Excellent communication and negotiation skills, with a client-focused approach.
  • Proven ability to manage senior-level broker and client relationships.
  • Familiarity with global cyber insurance programs and multinational underwriting practices.
  • Bachelor's degree required; CPCU or other relevant industry certifications preferred (e.g., CISSP, CISM, or similar).
  • 10+ years of commercial underwriting experience, with a focus on cyber insurance or related specialty lines.
  • Willingness to travel as needed for client and broker meetings.
  • Eligibility to work in the United States.
  • Experience working within a global insurance framework is a plus.
Compensation and Benefits

Base salary range for this position is $170,000–$220,000 plus eligibility for a performance-based annual bonus. Actual compensation will be based on experience, education, and geographic location.

We offer a competitive benefits package, including: 401(k) with company match, Paid Time Off, Sick Leave, Medical, Health Reimbursement Arrangement (HRA), Telemedicine, Wellness Program, Employee Assistance Program (EAP), Dental, Vision, Accident & Critical Illness Insurance, Flexible Spending Account (FSA), Dependent Care FSA, Group and Voluntary Life Insurance, Short- and Long-Term Disability, Pet Insurance, Transit and Parking benefits.

Additional Information:

  • HDI Global Insurance Company is an Equal Opportunity Employer. We consider applicants without regard to race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation.
  • Applicants must be legally authorized to work in the United States.
  • Recruitment Agencies: All resumes submitted without prior HR authorization will be considered unsolicited.

HDI Global Insurance Company participates in E-Verify.

Employment is contingent upon successful completion of a background check and drug screen. Testing will be conducted in compliance with applicable state and local laws.

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