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Chicago associate underwriting team lead

20 associate underwriting team lead jobs found in Chicago

Berkley
06/10/2026  
VP, National Broker Manager
Company Details   Berkley One  is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the  W.R. Berkley  brand.   Why Join Us? At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry. #LI-AV1 #LI-HYBRID What We Value A client-first mindset with a passion for delivering exceptional experiences Curiosity, creativity, and a drive...
Berkley Chicago, IL
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
RLI
07/27/2026  
IT Director - AI
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI Chicago, IL Full Time
Nationwide
07/21/2026  
Director, Business Development - Surety (Large Commercial)
If you’re passionate about helping people protect what matters most to them at a Fortune 100 company with nearly $70 billion in annual sales, as well as innovating and simplifying processes and operations to provide the best customer value, then Nationwide’s Property and Casualty team could be the place for you! At Nationwide®, “on your side” goes beyond just words. Our customers and partners are at the center of everything we do and we’re looking for associates who are passionate about delivering extraordinary care. Areas of focus for this role: I dentifying expansion opportunities within the territory by partnering with brokers on new business development, producer planning, and target account strategies. Contributing to territory-level business planning by tracking production, visibility, and marketing trends and activities Supporting the negotiation and execution of indemnity, collateral, and other risk-mitigation arrangements on larger or more complex accounts...
Nationwide Chicago, IL Full Time
RLI
07/13/2026  
Underwriting/Operations Assistant - Commercial Propery
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI Chicago, IL Full Time
Relation
07/07/2026  
Risk Advisor - Commercial Lines
WHO WE ARE Relation Insurance is a leading, innovative company with a strong commitment to excellence and a passion for delivering cutting-edge solutions to our clients. As a key player in the insurance market, we pride ourselves on our dynamic culture, collaborative environment, and continuous drive for success. With a rich history and a bright future ahead, we are looking for exceptional individuals to join our team and contribute to our ongoing growth and success.   WHAT WE’RE LOOKING FOR The Risk Advisor is responsible for new insurance account production and sales activities within assigned accounts. The individual in this position conducts research in the market and develops a base of business to educate, promote and sell insurance services, keeps current on business community activities to obtain leads for business development activities, and maintains and services a profitable book of insurance business for existing clients. The Risk Advisor projects a...
Relation Chicago, IL Full Time
Berkley
06/27/2026  
Senior Underwriter - Professional Liability
Company Details   What makes Admiral Insurance Group ADMIRABLE .   Since 1974, Admiral Insurance Group has been supporting business innovation and market growth through our wholesale-dedicated excess and surplus (E&S) lines of commercial insurance.  We specialize in underwriting difficult-to-place moderate to high-risk commercial businesses that require creative solutions, outside of the box thinking, entrepreneurial spirit and astute business knowledge.  As a member of the W. R. Berkley Corporation, a Fortune 500® Company and one of the nation’s premier commercial lines property casualty insurance providers, we have the resources, support and industry data to provide exceptional service and exciting solutions for our clients and partners.    Unlock your insure -ability. Learn more about Careers at Admiral Insurance Group .   See what it’s like to work in Admiral’s Underwriting department .   The Company is an equal employment opportunity...
Berkley Chicago, IL
Sompo International
06/25/2026  
AVP, IP Large Property
Job Description Are you looking for your next opportunity?     Sompo has a unique opportunity for an Assistant Vice President in our Large Property team .  This position will support our Industry Practice business.      Sompo North America provides a client-centric white-glove service approach by offering comprehensive multi-line capabilities to accounts in select industry practices including real estate, hospitality, financial institutions, and professional services. Taking a holistic approach to risk management, the unit offers commercial property, primary casualty (general liability, commercial auto, workers' compensation), lead umbrella, and environmental coverages, as well as parametric natural catastrophe products to small, middle-market and large accounts across target industry practices in the U.S.  We also offer the same level of sophisticated services and coverages to Asian-interest accounts in the U.S.   Location: This position will be based...
Sompo International Chicago, IL Full Time
Hiscox
06/18/2026  
Complex Claims Specialist-MPL
Job Type: Permanent Build a brilliant future with Hiscox   Join our dynamic and forward-thinking Claims team! Here, you’ll be part of an energetic and innovative group, with the chance to help shape insurance products and collaborate with business leaders throughout the organization. Our Complex Claims Specialist-Miscellaneous Professional Liability role is an individual contributor responsible for the handling of mid to high-severity primary Miscellaneous Professional Liability claims for the organization from inception to resolution.  This includes, but is not limited to, insurance agents, property managers, tax preparers, and various consultants. This role is responsible for all aspects of the claims and litigation process, including liaising with external and internal business partners (e.g., outside experts and/or legal counsel; underwriting) as required.  The Role: Adjusts and resolves complex mid to severity claims that include all phases of...
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
Berkley
06/11/2026  
Contract Surety Manager
Company Details   Berkley Surety is a highly professional, service-oriented surety underwriting management company, providing a full spectrum of bonds for contract, environmental, and commercial surety accounts through multiple distribution channels in both the United States and Canada. We write on behalf of W. R. Berkley Corporation member company Berkley Insurance Company, which has an A.M. Best rating of A+ (Superior). We pride ourselves on building strong relationships with our agents. We highly value the insight and expertise our agency partners bring to the table which helps us provide timely and predictable surety solutions.   Company URL:   www.berkleysurety.com  Responsibilities Manage, produce and underwrite new and renewal business from assigned agents/brokers in the primary line of business. Consistently achieve budgeted financial results (premium volume, loss ratio, premium collections and expense management...
Berkley Chicago, IL
BP&C, Shared Services Inc. (American National & Argo Group)
05/19/2026  
VP, Ceded Reinsurance
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence. Job Description The VP, Ceded Reinsurance leads the end-to-end execution of outwards treaty reinsurance placements for Clearbrook Group Holdings, Inc. across all property and casualty lines.  This role is a strategic partner to the business, supporting the unique needs of Argo Casualty, Argo Specialty, Farm Family, and Runoff segments. You will be responsible for structuring complex reinsurance programs, managing global broker and reinsurer relationships, and ensuring the group’s capital and balance sheet interests are protected through robust risk transfer strategies.  Placement Strategy + Execution End-to-end placement: lead the lifecycle of...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
EquiTrust Life Insurance Company
05/14/2026  
Associate/Vice President, Investments (Real Estate Markets)
Posting Title: Associate/Vice President, Investments (Real Estate Markets) Location: Chicago, IL (Mostly On-Site) Employment Type: Full-time About Us: EquiTrust Life Insurance Company is a national carrier of competitive, client-friendly annuity products sold through a variety of distribution channels, including more than 20,000 independent agents and independent marketing organizations (IMOs). Since 2003, we have provided exceptional customer service to our clients by operating with integrity and passion. Our efforts are supported by a dedicated workforce who execute their responsibilities through teamwork and an entrepreneurial spirit. EquiTrust sells products nationwide and is headquartered in Chicago, Illinois, with operations in West Des Moines, Iowa. How You’ll Contribute: As a Real Estate Investments Associate or Vice President, you will play a key role in managing and optimizing a portfolio of commercial real estate investments, primarily commercial...
EquiTrust Life Insurance Company 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
Relation
03/22/2026  
Risk Advisor - Commercial Lines
WHO WE ARE Relation Insurance is a leading, innovative company with a strong commitment to excellence and a passion for delivering cutting-edge solutions to our clients. As a key player in the insurance market, we pride ourselves on our dynamic culture, collaborative environment, and continuous drive for success. With a rich history and a bright future ahead, we are looking for exceptional individuals to join our team and contribute to our ongoing growth and success.   WHAT WE’RE LOOKING FOR The Risk Advisor is responsible for new insurance account production and sales activities within assigned accounts. The individual in this position conducts research in the market and develops a base of business to educate, promote and sell insurance services, keeps current on business community activities to obtain leads for business development activities, and maintains and services a profitable book of insurance business for existing clients. The Risk Advisor projects a...
Relation Chicago, IL Full Time
CNA
03/19/2026  
Reinsurance 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.  Job Summary The Reinsurance Director provides leadership and oversight for core ceded reinsurance operational activities, ensuring accurate, controlled, and timely reinsurance processing across the department. This role leads a team responsible for reinsurance processing, external reinsurer audits, and captive reinsurance administration, while partnering closely with Reinsurance Operations, Underwriting, Actuarial, Technology, and Accounting/Finance to support financial reporting, operational stability, and data integrity. The Director serves as the business owner for core reinsurance platforms, including ProCede and related applications, with accountability for system availability,...
CNA 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
BP&C, Shared Services Inc. (American National & Argo Group)
02/28/2026  
HR and Professional Services Sourcing Director
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence. Job Description Business Title(s):   HR and Professional Services Sourcing Director Employment Type:   Full-Time   FLSA Status:   Exempt   Location:   In-Office     Summary:    We   are looking for an HR/Professional Services Sourcing Director to join a team focused on delivering maximum value to internal stakeholders through effective, centralized delivery of sourcing and procurement services. You will work with Argo's Head of HR, their leadership team, and stakeholders across the organization to   identify   areas where procurement can improve value for money and reduce risk in...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
At-Bay
02/19/2026  
Actuary / Senior Actuary
  Actuary / Senior Actuary, Pricing DRIVE PROFITABLE GROWTH FOR THE BUSINESS About At-Bay   At-Bay is the world’s first InsurSec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age. With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever. At-Bay helps its 35,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies. Why you should join our  Actuarial...
At-Bay Chicago, IL

 

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