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Chicago Full Time senior underwriter employee benefits

61 senior underwriter employee benefits jobs found in Chicago

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
BP&C, Shared Services Inc. (American National & Argo Group)
07/13/2026  
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 Senior Inland Marine Technical Claims Specialist 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, League City, 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....
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
07/02/2026  
Claims Reinsurance Analyst
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) :    Claims   Reinsurance Analyst   Employment Type:  Full-Time    FLSA Status:  Exempt    Location:  In-Office      Summary:      We are looking for a highly capable Claims Reinsurance Analyst  to join our team and   work from   our   Chicago   office .    We work together in the office five days a week   in order to   strengthen our culture, build team connections, and drive profitability. The position reports to   the   VP, Reinsurance Claims   and is focused on   XOL and Facultative Reinsurance reporting,...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
AIG
07/01/2026  
Senior Executive Underwriter, Excess Casualty, National Accounts
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Executive Underwriter 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   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   Take ownership for achieving goals and outcomes. Oversee a range of programs and processes, in addition to handling complex underwriting. Successfully balancing the needs...
AIG 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
Liberty Mutual
06/25/2026  
Senior Underwriter, Major Accounts Property – Shared and Layered
Description Our Senior Underwriter contributes to the growth and profitability of assigned Shared & Layered Retail Property accounts through marketing, underwriting and managing of products and services of complex risks. Risks may require special handling or unusual coverages. Requires specialized knowledge of underwriting concepts, practices, procedures and techniques to include coverage issues, product lines, marketing, relevant systems, and competition in the marketplace. Demonstrates strong strategic and marketing capabilities.   This is a hybrid office role in the posted office location.   Responsibilities:   Establishes and maintains relationships to facilitate marketing of Liberty Mutual Shared & Layered Retail Property products and services to the brokerage community. Makes independent sales calls to market and cross market. Reviews and negotiates policy terms and conditions including manuscript wording. Underwrites...
Liberty Mutual Chicago, IL Full Time
Liberty Mutual
06/25/2026  
Senior Underwriter, Wholesale Management Liability
Description   Our Financial Lines Underwriting Team is seeking a highly motivated individual with strong analytical and sales skills to fill a Senior Underwriter opportunity on our Commercial D&O team in Chicago to focus on growing our wholesale brokerage book of business.    This position is a wholesale focused Senior underwriter role that will contribute to the growth and profitability of our Private, Not-For-Profit, and Public Directors & Officers, Employment Practices, and Fiduciary Liability product lines through marketing, underwriting, and general product management.  Some risks may require special handling or unusual coverages, including manuscript policy development. The position demonstrates functional technical knowledge of relevant underwriting concepts, practices, procedures, and techniques, to include; coverage issues, multiple product lines, marketing, relevant systems, and competition in the market place. Strong Midwest wholesale...
Liberty Mutual Chicago, IL Full Time
Crum & Forster
06/22/2026  
Senior Underwriter - Commercial Surety Midwest
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+"(Superior) 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...
Crum & Forster Chicago, IL Full Time
AIG
06/18/2026  
Regional Production Specialist Sr, Excess & Surplus Lines
Join us as a Senior Regional Production Specialist to grow your career at the forefront of Lexington Healthcare insurance. Make your mark in Lexington Healthcare AIG’s Lexington Insurance Company is the leading US-based surplus lines insurer. For over 50 years, it has provided flexible solutions to companies and organizations of all sizes – from Fortune 100 corporations to small and middle market entities. Lexington is renowned for its ability to help brokers find solutions to the most challenging insurance needs of their clients. Drawing on their entrepreneurial spirit, colleagues are encouraged each day to rise to challenges and embrace opportunities to make a difference. How you will create an impact The Senior Regional Production Specialist manages all Healthcare underwriting within an assigned Branch Office and handles referral decisions for the most complex portfolios. This role takes on a strategic component in the development, implementation and evaluation of...
AIG Chicago, IL Full Time
Liberty Mutual
06/16/2026  
Wholesale Management Liability Senior Underwriter
Description     Our Financial Lines Underwriting Team is seeking a highly motivated individual with strong analytical and sales skills to fill an Senior/Executive Underwriter opportunity on our Commercial D&O team in Chicago to focus on growing our wholesale brokerage book of business.      This position is a wholesale focused executive underwriter role that will contribute to the growth and profitability of our Private, Not-For-Profit, and Public Directors & Officers, Employment Practices, and Fiduciary Liability product lines through marketing, underwriting, and general product management.  Some risks may require special handling or unusual coverages, including manuscript policy development. The position demonstrates functional technical knowledge of relevant underwriting concepts, practices, procedures, and techniques, to include; coverage issues, multiple product lines, marketing, relevant systems, and competition in the market place. Strong...
Liberty Mutual 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
Sompo International
06/11/2026  
Sr. Underwriter, E&S Property
Job Description Are you looking for your next opportunity? Sompo has a unique opportunity for a Senior Underwriter in our E&S Property team. Our E&S Property team considers all types of commercial occupancies for catastrophe protection based on individual risk characteristics. We entertain single location risks as well as large schedules of locations and consider risks throughout the US including those located in both catastrophe prone and non-catastrophe prone areas. 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. Our business, your impact, our opportunity: What you’ll be doing: Reviews applications and financial requirements to determine acceptability of risk in accordance with Endurance guidelines and standards Understands pricing components and rating methodology as well as...
Sompo International 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, League City, 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%...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Liberty Mutual
05/08/2026  
Senior Surety Underwriter - Large Commercial
Description Liberty Mutual Surety™ is currently recruiting for a Senior Surety Underwriter to join our Large Commercial Chicago team.   As a Surety Underwriter you will develop and underwrite profitable surety business, and service independent agents, brokers, and commercial accounts within an assigned territory. Using your excellent relationship skills, you will build and maintain positive partnerships our agents, brokers, and accounts as a trusted advisor and underwriting resource for our producers and customers. You will also use your business and financial acumen to perform primary credit underwriting and financial/risk analysis, provide recommendations, and make decisions on new and existing accounts. This is an excellent opportunity for an experienced and self-motivated surety professional looking to grow their career with a top surety company that focuses on its employees and customers first.   Liberty Mutual Surety, a business unit of Liberty...
Liberty Mutual Chicago, IL Full Time
Ascot Group
04/16/2026  
Senior Underwriter, Commercial Surety
This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations. Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way. The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric. Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world-class service — both pre-and post-claims....
Ascot Group Chicago, IL Full Time
Ascot Group
04/16/2026  
Senior Underwriter, Commercial Surety
This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations. Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way. The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric. Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world-class service — both pre-and post-claims....
Ascot Group 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
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
AIG
03/15/2026  
Senior Executive Underwriter - National Accounts, Excess Casualty
Join us as a Senior Executive Underwriter - National Accounts, Excess Casualty to step up to a key team leadership role that will drive business growth. Make your 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 AIG is seeking a Senior Underwriting Specialist, National Accounts Excess Casualty to contribute to their industry leading Excess Casualty underwriting team.  AIG’s strong foundation as the market leader in this area has evolved through its long-term commitment...
AIG 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

 

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