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Chicago Full Time lead underwriter

32 lead underwriter jobs found in Chicago

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
Dual North American - Howden Group Holdings
06/05/2026  
Sr. Underwriter E&S Property
At DUAL North America, our core values dictate how we live and work. We are a group with independence and people at its heart and we are a home for talent with a unique culture: the biggest small company in the world. The focus on being a People First business has always been at the very heart of the Group; Our vision was to create an independent business with a unique culture and one that would survive and thrive as a business controlled by the people working for it. And finding the most talented and entrepreneurial people to join the Group has been and will continue to be key. DUAL North America, Inc. is seeking a Sr. Underwriter E&S Property Classification: Exempt/Full-Time Reports to: AVP Underwriting, E&S Property or above Travel: Up to 25% or more Salary: $110,000.00-$150,000.00 Location: Atlanta, GA, Chicago, IL, New York, NY, Hybrid or Untied States, Remote Role overview DUAL North America is seeking a Senior Underwriter for the E&S...
Dual North American - Howden Group Holdings Chicago, IL Full Time
AIG
05/20/2026  
Account Risk Engineering supervisor
Why Join Risk Consulting at AIG?   Risk Consulting at AIG is about teamwork! It is about utilizing your resources, working together to solve real world problems, and making a positive impact on our client’s futures. When asked, “why do we enjoy what we do?” The answer is simple, the people.   The role of an Account Risk Engineer is critical to what we do at AIG, both as a risk management resource to our clients and as a leading global insurance organization. Account Risk Engineers are responsible for working with clients to identify and mitigate risks to their business such as fire, flood, windstorm, equipment breakdown etc.  A Day in the Life   Looking for variety and a challenge? Client’s range in size, scope, and complexity. One day you may be discussing the loss prevention strategy on an account with an underwriter, the next, surveying a manufacturing plant or diving into the contingent business interruption risks of an account. The key to success isn’t about being...
AIG Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
05/19/2026  
Senior Inland Marine Technical Claims Specialist
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Summary: We are seeking a highly skilled Senior Inland Marine Technical Claims Specialist to join our team in one of our Argo offices: Albany, Chicago, Houston, Los Angeles, Omaha, or Richmond (VA). This is a fully in-office role, with employees working on-site five days per week to foster collaboration, strengthen team relationships, and support business performance. In this role, you will handle the company’s most complex inland marine claims, including Builder’s Risk, Contractor’s Equipment, and Motor Truck Cargo, ensuring accurate, timely, and cost-effective resolution. Work Environment This is a 100% in-office...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Intact Insurance Specialty Solutions
05/11/2026  
Underwriter - Trade Credit (Hybrid)
Our employees are at the heart of what we do: helping people, businesses and society prosper in good times and be resilient in bad times. When you join our team, you are bringing this purpose to life alongside a passionate community. Feel empowered to learn and grow while being valued for who you are. At Intact, we commit to supporting you in reaching your goals with tools, opportunities, and flexibility. It’s our promise to you.  Who we are At Intact Insurance Specialty Solutions, we are experts at what we do in protecting what makes businesses unique. Our deep understanding of the specialty insurance market is the foundation for our customized solutions, backed by targeted risk control and claims services. Our employees are passionate about providing insurance coverage that’s aligned to our targeted customer groups. Intact’s Global Specialty Lines business spans across more than 20 verticals in four distinct markets: U.S., Canada, UK and Europe. The following...
Intact Insurance Specialty Solutions Chicago, IL Full Time
HUB International
04/22/2026  
Account Manager - Complex Risk
About HUB In a rapidly changing world, HUB advises businesses and individuals on how to prepare for the unexpected. As one of the world’s largest insurance brokers, our focus is dedicated to providing our customers with the peace of mind that what matters most will be protected — through unrelenting advocacy and tailored insurance solutions that put our clients in control. Our growing team of professionals across North America represents a broad, deep, and one-of-a kind aggregation of entrepreneurs and leaders recognized for their excellence throughout the insurance community. Why Choose HUB? Throughout our network of more than 550 HUB offices in North America, we offer a competitive, exciting, and friendly work environment that strategically positions our employees for longevity and success. At HUB, we believe in investing in the future of our employees and provide continuous opportunities for growth and development .   Our entrepreneurial culture fosters an environment...
HUB International Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
03/25/2026  
VP, Underwriting, Workers' Compensation
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Summary: To provide strategic guidance and direction to the underwriting business units in regard to business development, underwriting excellence, and operational/shared services to promote profitable underwriting results. Responsible for driving profitable growth for assigned product or territory. Collaborates with executive management to develop strategic and tactical initiatives to reach the organization’s goals. The primary duties and responsibilities of the role are: · Identify and support profitable new business and product opportunities. · Identify strategic agencies and facilitate effective partnerships with...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Sompo International
03/17/2026  
AVP, Cyber/E&O Underwriter
Job Description Are you looking for your next opportunity? Sompo has a unique opportunity for an Assistant Vice President, Cyber/E&O Underwriter as part of our Sompo Pro team. Our Sompo Pro Liability team offers diverse capabilities targeted at providing Miscellaneous Professional Liability, Technology Errors and Omissions, Cyber Liability, Media Liability, Architects and Engineers Professional Liability, and Insurance Agents and Brokers Errors & Omissions Liability coverages. We work through a network of Retail & Wholesale brokers who share our commitment to long-term partnerships built on a strong service proposition. Location: This position will be based out of our Chicago, IL office. We strive for collaboration, which is why we offer a work environment where our employees thrive and develop long-lasting careers. What you’ll be doing: Underwriting of Miscellaneous Professional Liability, Technology Errors and Omissions, Cyber...
Sompo International Chicago, IL Full Time
H.W. Kaufman Group
02/27/2026  
Commercial Lines Underwriter
Responsibilities Build, maintain, and grow a book of business Manage agency relationships and serve as lead client contact Create and execute marketing plan to increase new and renewal business Rate, quote and bind each risk to determine acceptability, coverage, and pricing for large or complex renewals as well as new business Develop and submit underwriting referrals to company brokerage facilities and Burns & Wilcox management   Monitor key metrics to formulate corrective action impacting new business hit, renewal retention, premium growth, and loss ratio Lead, train, and develop Assistant and Associate Underwriters Qualifications Bachelor’s degree or equivalent combination of education and experience   Minimum 3 years of commercial lines underwriting or brokerage experience required, excess & surplus experience preferred Demonstrated proficiency in sales and marketing...
H.W. Kaufman Group Chicago, IL Full Time
Huntington
12/19/2025  
Commercial P&C Insurance Sales Executive Senior - Chicago, IL
Description Summary: The Insurance Sales Executive Senior – Commercial P&C is a high-impact, commission-based sales role offering significant income potential. This position requires strong consultative selling skills, effective communication, and a deep understanding of the insurance industry. We provide a comprehensive three-year income transition plan to support your success from day one. The ideal candidate will be skilled in pursuing and closing sales in the Commercial Property and Casualty space, particularly with clients in the $50M–$500M+ revenue range. Expertise across all lines of commercial P&C insurance—including loss sensitive and group captive insurance programs—is essential. A strong focus on business development and strategic growth is critical to success in this role. Key Responsibilities: Drive business development by identifying and cultivating new client opportunities through internal...
Huntington Chicago, IL Full Time
CNA
08/24/2025  
AVP, Underwriting (Technology Industry Segment 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.  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 coverage including Technology Errors & Omissions (Tech E&O), Cyber Liability, comprehensive international solutions, to complement our traditional Property & Casualty lines. With deep industry expertise, flexible capabilities, and a collaborative approach, we design innovative insurance programs tailored to the unique needs of each client. CNA remains the carrier of choice for our valued agent and...
CNA Chicago, IL Full Time
H.W. Kaufman Group
08/14/2025  
Senior Commercial Lines Underwriter
Responsibilities Build, maintain, and grow a book of business Manage agency relationships and serve as lead client contact Create and execute marketing plan to increase new and renewal business Rate, quote and bind each risk to determine acceptability, coverage, and pricing for large or complex renewals as well as new business Develop and submit underwriting referrals to company brokerage facilities and Burns & Wilcox management   Monitor key metrics to formulate corrective action impacting new business hit, renewal retention, premium growth, and loss ratio Lead, train, and develop Assistant and Associate Underwriters Qualifications Bachelor’s degree or equivalent combination of education and experience   Minimum 3 years of commercial lines underwriting or brokerage experience required, excess & surplus experience preferred Demonstrated proficiency in sales and marketing...
H.W. Kaufman Group Chicago, IL Full Time
Crum & Forster
03/28/2025  
Senior Underwriter - Middle Market Solutions
Crum & Forster Company Overview Crum & Forster (C&F) , with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A" (Excellent) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry. Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work® Award  for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion. C&F is part of Fairfax Financial Holdings, a global, billion dollar organization.  For more information about Crum & Forster, please visit...
Crum & Forster Chicago, IL Full Time
WTW
06/22/2026  
Senior Recall Broker
The Senior Recall Broker serves as the primary liaison between insurers and clients for product recall, contamination, and product defect risks. This individual is responsible for managing complex client relationships, deploying specialized placement expertise, and driving growth within the recall and product defect portfolio. Acts in a senior capacity on key accounts, advising clients on risk mitigation, recall preparedness, and crisis response strategies. Leads the placement of highly specialized recall risks, performs policy contract reviews, and negotiates competitive terms and conditions tailored to recall exposures. Provides strategic input into recall product development and placement strategy at a national level. Serves as a thought leader in recall risk, supply chain vulnerabilities, and regulatory trends.  Provides leadership, insight, and direction for recall broking activities to ensure client expectations are consistently exceeded. Operates independently on complex...
WTW Chicago, IL Full Time
AmTrust Financial
06/18/2026  
Senior Underwriting Assistant
Overview We are looking for a Senior Underwriting Assistant to join our Core Renewal Team! As a Senior Underwriting Assistant, you will be the first point of contact for our brokers and agents. You will be responsible for starting the underwriting process for the MidAmerica region for existing business. This role will have exposure to all facets of underwriting such as monitoring underwriting tasks in our system, completing endorsements within assigned authority, assigning work out to appropriate contact in departments, and handling smaller renewals based on assigned letter of authority for multiple lines of business. We will provide you with the tools and resources to be successful as you’ll interact with various stakeholders, participate in professional development, and enjoy career growth in your role. As a Senior Underwriting Assistant you will mentor others, lead projects, and help with training of less experienced employees.   This position is a hybrid...
AmTrust Financial Chicago, IL Full Time
Hiscox
06/18/2026  
AVP, Team Manager
Job Type: Permanent Build a brilliant future with Hiscox   About Hiscox USA: Hiscox USA underwrites small- to mid-market commercial risks through brokers, other insurers and distribution partners and directly to businesses. In 2023, gross written premiums for the segment will represent over $1bn. Approximately 50% of the portfolio comprises small commercial business sold either online or through intermediaries, and the remaining 50% represents traditionally traded business intermediated through broking partners for Property and Casualty and Specialty Lines, including Professional Liability, Cyber, Technology and Media & Entertainment. Hiscox USA has built the digital business through ongoing investment in the brand, technology and operational capabilities. The business has pursued an omni-channel approach from its inception and is less constrained by the channel conflict that affects some competitors. Customers have a choice of buying policies online end-to-end, by...
Hiscox Chicago, IL Full Time
Sompo International
06/16/2026  
Regional Head of Property Facultative - Midwest/West Region
Job Description Are you looking for your next opportunity?   SompoRe has a unique opportunity for the Regional Head of Property Facultative – Midwest/West Region in our U.S. Property Facultative team. SompoRe operates in key markets worldwide, bringing to each account our specialized capabilities for a wide range of reinsurance products and a depth of understanding of local cultures. Our disciplined approach to risk management and claims handling, coupled with strong analytical skills, enables us to provide broad multiline capability to successfully underwrite risks across our clients’ insurance portfolios. With global experience and local expertise in key markets worldwide, SompoRe has deep bench strength across all disciplines and above all, remains a stable and constant trading partner throughout all market cycles.   Location: This position will be based out of our greater Chicago area for this region. We strive for collaboration, which is why we offer a...
Sompo International Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
06/16/2026  
Litigation Management Support Specialist
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Business Title(s):  Litigation Management Support Specialist Employment Type:  Full-Time  FLSA Status:  Non-Exempt  Location:  In-Office    Summary:    We are looking for a highly capable Litigation Management Support Specialist to join our team and bring our overall litigation program to the next level to work from our Chicago, IL office.  Alternatively, this role can work from our offices in Albany, NY, Los Angeles, CA, New York City, NY, Omaha, NE, or Richmond, VA.  This position reports into the SVP of Global Claims Operations who is based in Georgia.   Employees in this role are required to accurately record all hours...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
CNA
06/12/2026  
Principal AI Engineer
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.  Individual contributor providing the highest level of leadership in AI-native engineering, agentic system design, and applied AI solution development across CNA's Underwriting and Operations portfolio. This position has a deep understanding of AI engineering platforms, large language model (LLM) tooling, and enterprise software delivery from an end-to-end perspective. The focus of this position is designing and scaling AI-enabled solutions that integrate into underwriting workflows, drive measurable business impact, and establish durable AI engineering practices across the organization. JOB DESCRIPTION: Essential Duties & Responsibilities   Performs a combination of...
CNA Chicago, IL Full Time
Starr Insurance
06/10/2026  
Regional Underwriting Manager Risk Management Casualty
Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress. We are seeking an accomplished and dynamic Regional Underwriting Manager to lead our Midwest underwriting team. In this role, you will be responsible for expanding, managing, and mentoring a team underwriting a primary casualty portfolio with a strategic focus on risks brokered from the Midwest region. The Regional Underwriting Manager will oversee all aspects of portfolio management, including team leadership, solicitation of submissions, underwriting analysis,...
Starr Insurance Chicago, IL Full Time

 

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