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Chicago senior director senior cyber broker

17 senior director senior cyber broker jobs found in Chicago

WTW
08/08/2026  
Senior Director, Senior Cyber Broker - NA FINEX
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...
WTW Chicago, IL Full Time
AIG
08/22/2026  
Broker Director
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Broker Director to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Make your mark in Distribution AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG. Reporting to the Broker & Market Leader, the Broker Director is primarily responsible for directly managing the relationships with brokers a select set of five or less retail brokers. The Broker Director will be a key...
AIG Chicago, IL Full Time
Westfield
09/22/2026  
2027 Summer Intern Program- Underwriting Intern, Chicago
The Westfield Specialty Intern Program is a paid, ten-week program that offers students the opportunity to obtain firsthand insight into the insurance business.  Every day you'll learn and develop your skills but you'll also have a clear and supportive path ahead of you. You'll gain the confidence to take on real projects, build your network and learn from senior leaders across our business.  The 2027 Summer Intern Program will run from June 7th to August 13th.     Program Elements Include: Classroom and On The Job Training  Weekly Lunch and Learn Series with Senior Leaders Formal Mentor Program  Presentations from Major Brokerage Partners  Teambuilding and Social Activities; including Community Service Event Industry based Group Project    Participants in the Westfield Specialty Summer Intern Program are immersed in the day-to-day operations of a fast-moving, growing insurance company. You will gain valuable, hands-on experience and insurance...
Westfield Chicago, IL Full Time
AIG
09/11/2026  
Underwriting Leader, Representations and Warranties - M&A Financial Lines
Join us as an Underwriting Leader , Representations and Warranties - M&A Financial Lines to play a highly influential role in protecting our clients, leading the underwriting of complex transactions and growing our business. Make your mark in Underwritin g AIG Underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, and Multinational Clients. We are reimagining how we help customers to manage risk, transforming our operating model and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG. How you will create an impac t This key leadership role focuses on technical underwriting of complex and sophisticated insurable risks as they relate to Representations and Warranties transactions (including analysis of deal documents and due...
AIG Chicago, IL Full Time
CNA
09/09/2026  
Underwriting Consultant (Technology P&C)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  JOB DESCRIPTION: For over three decades, CNA has been a trusted provider of insurance solutions for technology companies of all sizes—from emerging startups to global enterprises—across software, IT services, hardware, media, and telecommunications. Our Global Technology Practice delivers specialized coverages, including Technology Errors & Omissions (Tech E&O), Cyber Liability, and comprehensive international solutions, complemented by our traditional Property & Casualty capabilities. With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client’s unique risk profile. CNA...
CNA Chicago, IL Full Time
Hiscox
09/05/2026  
Underwriter, Professional Risks
Job Type: Permanent Build a brilliant future with Hiscox   Drive growth with an ambitious team of A&E Underwriters at Hiscox Position: Underwriter, Professional Risks Reporting to Regional Manager – A&E Location: Chicago, IL The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented Underwriter to drive new professional liability business and complex renewal business within the A&E sector in the East Coast region. This position provides a unique opportunity for a professional liability generalist or an A&E/contractor specialist to join a fast paced, dynamic team to write policies tailored to the specific requirements of the A&E sector. Lines of business include commercial general liability, professional liability (E&O) and cross-sold Cyber from time to time. In addition to insuring architects and engineers, we also specialize in contractors (interior & exterior), real estate developers,...
Hiscox Chicago, IL Full Time
Westfield
08/29/2026  
Specialty Underwriter, Cyber and E&O
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...
Westfield Chicago, IL Full Time
Hiscox
08/29/2026  
Underwriter, Professional Risks
Job Type: Permanent Build a brilliant future with Hiscox   Drive growth with an ambitious team of MPL Underwriters at Hiscox Position: Underwriter Reporting to: Regional Manager – MPL Location: Chicago, IL The Role: Hiscox USA is currently searching for a dynamic, engaging and solutions-oriented Underwriter to drive new professional liability business and complex renewal business within the MPL sector in the West Coast region. This position provides a unique opportunity for a professional liability specialist to join a fast paced, dynamic team to write policies tailored to the specific requirements of the MPL sector. Lines of business include commercial general liability, professional liability (E&O) and cross-sold Cyber from time to time. We also specialize in accountants, real estate agents, property managers, trustees, consultants, freight forwarders, staffing firms, TPAs, associations, and more! Risks vary greatly in size and complexity (from...
Hiscox Chicago, IL Full Time
AIG
08/16/2026  
Underwriter II, Trade Credit
At AIG, we are reimagining the way we help customers to manage risk. Join us as an Underwriter, Trade Credit to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team.   Make your mark in Underwriting   Your future team AIG Trade Credit develops insurance solutions that address the exposures of companies globally, and embody AIG’s tradition of innovation, underwriting excellence and bringing to market groundbreaking insurance solutions to corporates.   Your contribution at AIG As an Underwriter II, you are respected for your deep technical expertise and/or ability to oversee programs and processes. You balance the needs of multiple stakeholders, making sound decisions using data, analysis, experience, and judgment, along with a risk mindset. Ultimately, you take ownership for key outcomes.   AIG Underwriting teams help to find insurance solutions in areas including Financial Lines, Property,...
AIG Chicago, IL Full Time
AIG
08/16/2026  
Underwriter II, Trade Credit
At AIG, we are reimagining the way we help customers to manage risk. Join us as an Underwriter, Trade Credit to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team.   Make your mark in Underwriting   Your future team AIG Trade Credit develops insurance solutions that address the exposures of companies globally, and embody AIG’s tradition of innovation, underwriting excellence and bringing to market groundbreaking insurance solutions to corporates.   Your contribution at AIG As an Underwriter II, you are respected for your deep technical expertise and/or ability to oversee programs and processes. You balance the needs of multiple stakeholders, making sound decisions using data, analysis, experience, and judgment, along with a risk mindset. Ultimately, you take ownership for key outcomes.   AIG Underwriting teams help to find insurance solutions in areas including Financial Lines, Property,...
AIG Chicago, IL Full Time
Hiscox
08/04/2026  
VP, Practice Leader – Cyber & Tech E&O
Job Type: Permanent Build a brilliant future with Hiscox   VP, Practice Leader – Cyber & Tech E&O Reports to: SVP, Head of Professional Lines Underwriting Location: NYC, Atlanta, Chicago, Hartford, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including all distribution channels, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The VP, Product & Underwriting Practice Leader is a strategically critical leader responsible for driving profitable growth and technical excellence across all Hiscox USA channel business. This role combines product management and underwriting leadership, overseeing the full product lifecycle, risk selection, and innovation for both digital and intermediated channels. The successful candidate will own and deliver the P&L for their product(s) by setting vision and strategy, driving strong...
Hiscox Chicago, IL Full Time
Hiscox
08/04/2026  
VP, Practice Leader – Management Liability
Job Type: Permanent Build a brilliant future with Hiscox   VP, Practice Leader – Management Liability Reports to: SVP, Head of Professional Lines Underwriting Location: NYC, Atlanta, Chicago, Hartford, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including all distribution channels, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The VP, Practice Leader – Management Liability is a strategically critical leader responsible for driving profitable growth and technical excellence across all Hiscox USA channel business. This role combines product management and underwriting leadership, overseeing the full product lifecycle, risk selection, and innovation for both digital and intermediated channels. The successful candidate will own and deliver the P&L for their product(s) by setting vision and strategy, driving strong change...
Hiscox Chicago, IL Full Time
Liberty Mutual
07/13/2026  
Senior Underwriter - Cyber Technology Errors & Omissions
Description Ironshore’s Cyber Retail team is seeking an experienced underwriter to support a growing retail portfolio focused on Primary Cyber, Tech E&O, and related cyber liability products. This role underwrites SME, middle‑market, and select large‑complex risks placed through retail brokers in the Midwest.  The ideal candidate has strong retail broker relationships, takes initiative to source and develop new submissions, and can independently underwrite accounts across a range of sizes and complexities while maintaining consistent underwriting discipline and portfolio-focused decision-making.   Depending on experience, we are considered candidates for our Senior or Executive-level Underwriting positions.   Responsibilities:   Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to develop and underwrite profitable business, acting as a representative for Liberty. Has relationships with...
Liberty Mutual Chicago, IL Full Time
AIG
07/01/2026  
Executive Underwriter, AIGRM
At AIG, we are reimagining the way we help customers to manage risk. Join us as an Executive Underwriter, AIG Risk Management (AIGRM) to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Make you mark in Underwriting AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG. How you will create an impact The Executive Underwriter will be responsible for underwriting the Workers’ Compensation, General Liability and Auto Liability primary Casualty product lines...
AIG Chicago, IL Full Time
CNA
06/08/2026  
AI Attack Surface and Threat Exposure Management Consulting Director
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  The Consulting Director, Attack Surface Management defines strategy, adoption, and governance of automation, AI, and agentic AI across application security, vulnerability management, ethical hacking, and attack surface management programs. Oversees evaluation and deployment of AI-centric security solutions while establishing audit-defensible standards, processes, and secure AI development practices. Drives enterprise-scale identification, analysis, and remediation of external attack surface risk through advanced automation, analytics, and AI-enabled capabilities. Partners with senior leadership and cross-functional teams to prioritize risk, improve operational efficiency, and deliver...
CNA Chicago, IL Full Time
Tokio Marine HCC
04/08/2026  
Lead Underwriter, Cyber
About TMHCC Tokio Marine HCC (TMHCC) brings 50 years of service to the specialty insurance industry, today offering over 100 products to commercial customers in 180 countries around the world. Every policy we write is special, enabling our clients to do amazing things. From insuring the crops that feed us to the rock concerts that entertain us, to rescuing international travelers in trouble. Organic growth and over 60 successful acquisitions have grown our 2023 Gross Written Premium (GWP) to over $7.5 Billion. Our workforce has grown to 4,300 worldwide … big, but not so big that you cannot make a difference. Our Good Company values, including integrity, empowerment, and commitment to customer service, and a culture of innovation, communication, and collaboration make TMHCC a great place to work. What We Offer ·         Competitive salary and employee benefit package ·         Strong learning culture ·         Growth perspectives ·         6% 401K match ·         20 days...
Tokio Marine HCC Chicago, IL Full Time
Sompo International
08/17/2025  
Sr. Underwriter, Cyber/E&O Underwriting, Sompo Pro
As a leading provider of insurance and reinsurance with worldwide operations and employees in Bermuda, U.S., U.K., Continental Europe and Asia, we recognize that our success is derived directly from those who matter the most: our people . At Sompo International, our values of integrity, collaboration, agility, execution and excellence underpin our culture and our commitment to providing an employee experience that attracts and engages the best talent in the industry. As we continue to grow, we strive to find diverse, innovative and driven professionals to join our teams and offer a broad range of career and development opportunities at all levels, in multiple business areas, in each of our locations throughout the world.  Our compensation and benefits programs are market driven and competitive, with excellent family friendly policies and flexible working provisions. Job Description Are you looking for your next opportunity? Sompo has a unique opportunity for a Senior...
Sompo International Chicago, IL Full Time

 

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