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Chicago senior workers compensation underwriter

30 senior workers compensation underwriter jobs found in Chicago

Sompo International
03/15/2026  
Senior Underwriter, Middle Market
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...
Sompo International Chicago, IL, USA Full Time
AIG
11/23/2025  
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...
AIG Chicago, IL, USA Full Time
AIG
06/25/2025  
Senior Executive Underwriter, AIGRM
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 AIG Risk Management, AIGRM. 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 This role may supervise a group of Senior and Associate Underwriters, including designing and monitoring work, development of underwriting and/or marketing...
AIG Chicago, IL, USA 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, USA Full Time
AmTrust Financial
03/12/2026  
Complex Claim Specialist, Cyber
Overview We are a growing and flourishing Cyber/Tech Team with offices around the country. In this role, you will be the AmTrust Cyber Claims Team Lead responsible for: overseeing a group of first- and third-party cyber claims adjusters; managing relationships with outside counsel and vendors; and providing timely and meaning claim trend information to underwriters and actuaries. Our portfolio of business includes both admitted and surplus accounts and primary and excess accounts across a diverse range of industries and insureds that are SMEs through Fortune 500 companies. This position helps maintain profitable growth and account retention along with long-term company and client relationships.  Responsibilities Directly managing claims including the investigation, analysis and evaluation of coverage liability and damages Formulating claims and litigation strategies Assigning, directing, and managing outside counsel and...
AmTrust Financial Chicago, IL, USA Full Time
CNA
03/04/2026  
Underwriting Specialist, Financial Institutions
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.  Under technical direction, responsible for underwriting risks in a book of business. Works within specific limits of authority on assignments requiring significant technical complexity and coordination. Utilizes underwriting policies and guidelines, rating manual rules and insurance laws and regulations. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Reviews applications and financial requirements for risks requiring complex underwriting skills. Determines acceptability of risk in accordance with company guidelines and standards. Also, determines the need for additional evidence of insurability...
CNA Chicago, IL, USA Full Time
HUB International
02/27/2026  
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, USA 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, USA Full Time
Ryan Specialty
02/25/2026  
Senior Underwriter - Cyber
Position Summary Ryan Financial Lines is a global platform of more than 70 teammates, including a deep bench of product experts and underwriters who work collaboratively to provide a robust and localized underwriting and claims operation for the financial lines market. What will your job entail? Key Responsibilities Broker and Market Support Work with assigned brokers to market Ryan Specialty’s eRisk insurance products. Support underwriting goals, including production, profitability, and financial targets. Communicate broker feedback, market concerns, and new opportunities to leadership. Underwriting and Policy Processing Ensure all policy transactions—quotes, new business, renewals, endorsements, and cancellations—are rated, booked, invoiced, and issued accurately within service standards. Generate quote letters and binder letters for Cyber, Tech E&O, and related eRisk products. Prepare and issue policies for the eRisk department. Manage in‑force...
Ryan Specialty Chicago, IL, USA Full Time
Liberty Mutual
02/24/2026  
Executive Underwriter, Middle Market Multi-Industry
Description The Senior Underwriter for Middle Market Multi-Industry underwrites policies within underwriting authority, with limited guidance from leadership as needed. Makes decisions on whether to underwrite business by making analytical, data-driven decisions based on data and information provided, including pricing the risk.   Responsibilities   Manages portfolio of brokers/agents and clients. Leverages market presence and knowledge to develop and underwrite profitable business, acting as a representative for Liberty. Maintains a strong market presence, including established relationships with agents and brokers. Looks to strengthen these relationships and develop new ones. Contributes ideas for product development and participates in development and execution. Contributes to team projects (e.g., process / tool improvement). Understands the work implications of relevant legislation and regulation. Collaborates effectively across teams, stakeholders,...
Liberty Mutual Chicago, IL, USA Full Time
CNA
02/24/2026  
Underwriting Specialist(Commercial Construction 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.  Under technical direction, responsible for underwriting risks in a book of business. Works within specific limits of authority on assignments requiring significant technical complexity and coordination. Utilizes underwriting policies and guidelines, rating manual rules and insurance laws and regulations. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Reviews applications and financial requirements for risks requiring complex underwriting skills. Determines acceptability of risk in accordance with company guidelines and standards. Also, determines the need for additional evidence of insurability...
CNA Chicago, IL, USA Full Time
CNA
02/20/2026  
General Liability & Commercial Auto Claims Manager
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.  Under general direction manages a team of claims professionals for a specific line of business. Responsibilities include overseeing all claim resolution activities of the team to ensure accurate and timely disposition of claims in accordance with company protocols. This position works within broad authority limits and is accountable for implementing company initiatives and driving overall team results. JOB DESCRIPTION: Essential Duties & Responsibilities: Performs a combination of duties in accordance with departmental guidelines: Oversees the work activities of a team of claims professionals and has full management responsibility by setting and communicating expectations,...
CNA Chicago, IL, USA Full Time
H.W. Kaufman Group
02/13/2026  
Underwriter, Private Client
  *This position is open to multiple Burns & Wilcox branch offices across the US.*   When retail agents and brokers have successful clients who require coverage for the unique, the unusual, or the unconventional, they come to the Private Client Practice at Burns & Wilcox. Our Underwriters have full underwriting authority to build and grow a profitable book of Private Client business across the US and Canada.  Burns & Wilcox offers unparalleled resources and exposure for those looking to excel in the specialty insurance career.  Interested? Join our team! Responsibilities Build a growing book of profitable Private Client business Manage agency relationships and serve as lead client contact Provide a Best in Class customer service experience for our retail partners Execute on the national marketing strategy to increase new and renewal business Work within granted authority and program guidelines to...
H.W. Kaufman Group Chicago, IL, USA Full Time
Arch
02/08/2026  
Sr. Underwriter / Underwriting Specialist, Cyber Liability
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. This position is responsible for the submission generation, underwriting and policy issuance of Cyber & Technology Liability accounts with potential to work on Miscellaneous Professional Accounts as well. * Position offered (Senior Underwriter or Underwriting Specialist ) will be dependent upon the individual candidate’s qualifications. Responsibilities and Accountabilities: Build strong long term profitable relationships with agents, brokers and policy holders. Evaluate applications and related materials to determine acceptability of risks in accordance with company guidelines and standards. Determine the need for additional evidence of insurability....
Arch Chicago, IL, USA Full Time
QBE
02/04/2026  
Lead Inland Marine & Energy Underwriting
Primary Details Time Type: Full time Worker Type: Employee The purpose of this role is to underwrite Inland Marine business in accordance with the business plan within set underwriting guidelines, service standards and within individual earned or delegated underwriting authority.. This role involves underwriting complex new businesses, and offering specialist advice. Additionally, the role is responsible for building and maintaining broker relationships, applying technical expertise, contributing to business results, staying informed about industry standards and new product introductions and coaching and mentoring Underwriters and Assistant Underwriters. Lead Inland Marine & Energy Underwriting Location: USA –Chicago, Ill; Boston, MA; Plano, TX Work Arrangement: Hybrid   The salary range for this role is:  $ 124,000-233,000 The Opportunity The purpose of this role is to underwrite Inland Marine business in accordance with the business plan...
QBE Chicago, IL, USA Full Time
Liberty Mutual
02/02/2026  
Executive Underwriter, Wholesale Miscellaneous Professional Liability
Description Executive Underwriter — Miscellaneous Professional Liability: Acts as the leading technical authority for Miscellaneous Professional Liability (MPL) across an aligned wholesale territory, working independently and autonomously subject to required process oversight. Serves as the go‑to advisor on MPL coverage, exposures and wordings for colleagues across the segment, including senior underwriting leaders. Underwrites MPL policies within delegated authority, making acceptance and declination decisions based on analytical, data‑driven assessment of submitted information and pricing the risk appropriately. Typical exposures include E&O claims for consultants, IT/service providers and other non‑class specific professionals, media/communications risks, and other miscellaneous advisory or service professions. Where applicable, may be responsible for setting the business plan and portfolio strategy for the MPL book in their territory. Responsibilities...
Liberty Mutual Chicago, IL, USA Full Time
QBE
01/31/2026  
Lead Underwriter, Life Sciences
Primary Details Time Type: Full time Worker Type: Employee The Opportunity: The purpose of this role is to underwrite business in accordance with the business plan within set underwriting guidelines, service standards and within individual earned or delegated underwriting authority.. This role involves underwriting complex new businesses within our Life Sciences business unit. Additionally, the role is responsible for building and maintaining broker relationships, applying technical expertise, contributing to business results, staying informed about industry standards and new product introductions. •        Location: Preferably Chicago, IL but open to other locations •        Work Arrangement: hybrid working expectations •         The starting salary for this role is between $136,500.00 and $204,500.00 Your new role Contribute to the delivery of the annual business plan for the respective business unit by making appropriate decisions....
QBE Chicago, IL, USA Full Time
Safety National
01/30/2026  
Construction, Senior Regional Underwriting Manager (Chicago or San Francisco)
At Safety National, we don’t just offer jobs – we build careers with purpose! Since 1942, we’ve been an industry leader, valuing integrity, teamwork, and stability while providing competitive rewards, top-tier benefits, career growth opportunities, and flexible work options that promote balance. With tuition reimbursement, wellness perks, and a strong community impact, we invest in your success—both personally and professionally. Ready to grow with us? Apply today! Follow this link to view all of our available careers and apply: https://www.safetynational.com/careers-page/ This opportunity is in the Insurance Underwriting department. Role Description: Imagine leading the underwriting and servicing of multi-line large deductible Construction accounts across a designated territory—where your expertise not only drives profitable growth but positions you as a visible leader within the industry. As Senior Regional Underwriting Manager, you’ll be at the forefront of...
Safety National Chicago, IL, USA Full Time
Liberty Mutual
01/30/2026  
Executive Educational Underwriter, Public Entity
Description This is an exciting opportunity to join the Educational underwriting Public Entity Team.  We are the largest insurers of educational k-12 accounts in the country.  We have been writing in this space for over 50 years.  We write an all lines solution for educational risks.  We have a very wide appetite in this space which gives us a chance to work on a wide array of accounts.   Underwrites policies within underwriting authority, with limited guidance from leadership as needed. Makes decisions on whether to underwrite business by making analytical, data-driven decisions based on data and information provided, including pricing the risk. In parts of North America more likely to underwrite complex/unusual policies - or those of high individual line size - policies assessed will include those of some complexity. Responsibilities   Manages portfolio of brokers/agents and clients. Leverages market presence and knowledge to develop and underwrite...
Liberty Mutual Chicago, IL, USA Full Time
Arch
12/31/2025  
AVP, Construction Excess Casualty
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. Summary: The Assistant Vice President of Construction Excess Casualty must be a highly-motivated, career-oriented individual who is technically proficient in underwriting casualty business.  Candidate must be able to underwrite large, highly technical risks within the Construction Industry in accordance with Arch Insurance business standards and sound underwriting practices. The AVP of Construction Excess Casualty will manage a book to achieve organization goals via the effective utilization of assigned human and financial resources in the interpretation, implementation, and achievement of these business goals.  Responsibilities: Work independently to underwrite umbrella and...
Arch Chicago, IL, USA Full Time

 

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