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Chicago middle market underwriter

14 middle market underwriter jobs found in Chicago

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
Liberty Mutual
03/19/2026  
Senior Underwriter, Middle Market Multi-Industry
Description We are seeking an experienced Middle Market Senior Underwriter to underwrite commercial property & casualty risks in the middle market segment. As an individual contributor, you will make analytical, data-driven underwriting decisions within delegated authority, with limited guidance from leadership. You will evaluate and price moderately complex to complex accounts (including high individual line sizes and unusual exposures in parts of North America), manage broker and client relationships, and help shape product and portfolio strategy for your line of business. To be considered for this role, candidates must reside within the specified geographic location. This position requires regular in-person visits with local brokers and agents, so remote hires outside the designated territory cannot be accommodated. Key Responsibilities Underwrite middle market commercial accounts within assigned authority by assessing submissions, reviewing...
Liberty Mutual Chicago, IL Full Time
WTW
05/03/2026  
Middle Market Senior Broker
The Senior Middle Market Broker provides knowledge, leadership, insight, and direction for broking activities to ensure that clients’ expectations are regularly met. This role incorporates a wide level of expertise but always assumes the broker is capable of handling accounts independently. The size and complexity of the account can vary. More experienced brokers may be responsible for training and supervising associate brokers. Responsible for ensuring that relevant regulatory and technical standards are met. Helps drive the broking team to achieve agreed operational and financial goals and objectives.   Note: Visa employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Orchestrate new business placement, renewals, and alterations of existing coverage Develop, review, and deliver presentations to secure new and build on existing relationships Review and evaluate information and analytics to assess and...
WTW Chicago, IL Full Time
Brown & Brown
05/03/2026  
Management Liability Senior Underwriter
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Nexus Specialty Inc. , an Arrowhead Programs company, is Seeking a Management Liability Senior Underwriter to join our growing team in   Chicago, IL !     The Senior Underwriter will play a key role working with the VP of Management Liability to help grow a profitable book of wholesale-only, middle market Management Liability business in the US. They will take an active part in the development and implementation of an underwriting strategy that identifies profitable market opportunities and key wholesale broker relationships.      How You Will Contribute:     Underwrite a portfolio of primary and excess private company and non-profit management liability risks – with a focus on new business. Adhere to company guidelines and underwriting authority, evaluate new business accounts to...
Brown & Brown Chicago, IL Full Time
Liberty Mutual
04/15/2026  
Executive 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.   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 senior/market-leading brokers and/or key agents. Maintains a strong market presence, including established relationships with agents...
Liberty Mutual Chicago, IL Full Time
The Hartford
04/07/2026  
Excess Casualty Wholesale Account Manager
Account Manager - OA09HN We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              This role will have a Hybrid work schedule, with the expectation of working in an office (Chicago, IL, Scottsdale, AZ, Frisco, TX, Greenwood Village, CO, Morristown, NJ, New York, NY, Red Bank, NJ) 3 days a week (Tuesday through Thursday). The Account Manager, as part of Global Specialty Operations, will serve as a critical partner to the Primary Casualty and Excess Casualty Wholesale underwriting teams. The individual focuses on service experience & book of business management, while also acting as a key contact for brokers and underwriters. This is an individual contributor role without supervisory responsibilities, also mentors and train less...
The Hartford Chicago, IL Full Time
Arch
03/30/2026  
Underwriter/Senior Underwriter, Executive Assurance
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℠. Position Summary: The Underwriter/Senior Underwriter* - Growth & Middle Market is responsible for the submission generation, underwriting and policy issuance of Directors and Officers Liability, EPL, Fiduciary Liability, Fidelity insurance, K&R, and Cyber Liability for entities that meet the GMM account definition within the Central Region. The Growth & Middle Market department works with privately held companies with annual revenues of less than $1 Billion and publicly traded companies with annual revenues of less than $500 Million. This will be a hybrid (3 days in office) role in Chicago, IL 60606. * Position offered (Underwriter or Senior Underwriter ) will be...
Arch Chicago, IL Full Time
Hiscox
03/06/2026  
VP, Product & Underwriting Practice Leader - Management Liability
Job Type: Permanent Build a brilliant future with Hiscox   VP, Product & Underwriting Practice Leader - Management Liability Reports to: SVP, Corix and Head of Strategic Integration Location: NYC, Atlanta, Chicago, Hartford, Los Angeles, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including SPADE, 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 our Corix 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
03/06/2026  
AVP/VP, Product & Underwriting Practice Leader - Property & Casualty
Job Type: Permanent Build a brilliant future with Hiscox   AVP/VP, Product & Underwriting Practice Leader-Property & Casualty Reports to: SVP, Corix and Head of Strategic Integration Location: NYC, Atlanta, Chicago, Hartford, Los Angeles, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including SPADE, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The AVP/VP, Product & Underwriting Practice Leader is a strategically critical leader responsible for driving profitable growth and technical excellence across our Corix 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,...
Hiscox Chicago, IL Full Time
Hiscox
03/06/2026  
AVP/VP, Product & Underwriting Practice Leader - Technology & Cyber
Job Type: Permanent Build a brilliant future with Hiscox   AVP/VP, Product & Underwriting Practice Leader-Technology & Cyber Reports to: SVP, Corix and Head of Strategic Integration Location: NYC, Atlanta, Chicago, Hartford, Los Angeles, Boston Band: III Travel: Up to 25%   Team: Works closely with cross-functional stakeholders including SPADE, marketing, distribution development, claims, actuarial, underwriting operations, as well as the CUO org. Role Overview: The AVP/VP, Product & Underwriting Practice Leader is a strategically critical leader responsible for driving profitable growth and technical excellence across our Corix 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,...
Hiscox 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
AIG
04/16/2025  
Senior Regional Production Specialist, Lexington Healthcare
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Regional Production Specialist, Lexington Healthcare to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Lexington Insurance 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 Produce, underwrite, manage and service a profitable book of miscellaneous medical facilities and allied healthcare business. Utilize...
AIG Chicago, IL Full Time
Sompo International
04/28/2026  
VP, Midwest Regional Manager: Commercial Property
Job Description Are you looking for your next opportunity?   Sompo has a unique opportunity for a Vice President and Midwest Regional Manager o n our Commercial Property Middle Market team.   Our Commercial Property Middle Market team offers property coverage to commercial accounts with a focus on mid to larger mid-size U.S. domiciled companies across a broad base of occupancy types, including but not limited to: Light & Heavy Manufacturing, Food Processing, Metal Working, Warehousing, Retail Stores, Wholesale Suppliers, Hospitals & Healthcare, Educational Institutions, Transportation. The Middle Market Commercial Specialty Property team offers both 100% single carrier capacity and quota share capacity.  We take a collaborative approach to loss control and work closely with our Risk Control Engineers to mitigate risk and partner with our clients to protect their business value. We seek to build long-term relationships with our retail brokers and...
Sompo International Chicago, IL Full Time

 

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