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Illinois 7
Chicago Full Time regional wholesaler

7 regional wholesaler jobs found in Chicago

Sompo International
10/24/2026  
Sr. Underwriter, Cyber/E&O Underwriting, Sompo Pro
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 Senior...
Sompo International Chicago, IL Full Time
Starr Insurance
10/24/2026  
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
Nationwide
10/21/2026  
Executive Underwriting Director, Brokerage Excess
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. Lead the future of specialty insurance as our Executive Underwriting Director in Brokerage Excess . Drive strategy, financial performance, and growth for a regional Excess portfolio while building upon your existing strong broker and program manager relationships. Join a collaborative, fast-paced E&S/S team where your leadership can shape solutions others can’t offer and grow your career with us! #LI-AS1 #LI-remote Job Description Summary Are you...
Nationwide Chicago, IL Full Time
AmTrust Financial
10/09/2026  
Vice President, Underwriting
Overview The VP, Underwriting role is an experienced professional that should have a proven track record of leading functional leaders and teams and building profitable commercial lines books distributed via independent agencies, brokers, and wholesale partners, targeting small, middle-market and complex risks across various targeted industries. classes. The VP, Underwriting will be a “hands-on” technical expert focused on targeting a wide variety of commercial risks throughout the U.S. across. This individual maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust organization. Reports to the Vice President – Midwest Region and has Underwriting responsibility across the 12 Midwest States: IL, IN, IA, KY, MI, MN, MO, ND, OH, SD, WI and WV Responsibilities · Leads leaders and a team that underwrites a profitable book of small, middle market and complex risks, employing the...
AmTrust Financial Chicago, IL Full Time
Liberty Mutual
09/14/2026  
Executive Underwriter, Wholesale Excess Casualty
Description We are seeking an experienced Executive Underwriter to drive profitable growth within our Wholesale Excess Casualty portfolio across the Central Region. This role focuses on primary general liability and excess casualty risks within the E&S market, partnering closely with wholesale brokers to evaluate, price, and structure complex risks.   The successful candidate will operate with a high degree of autonomy, leveraging deep underwriting expertise, strong market relationships, and data-driven decision-making to underwrite sophisticated risks, often characterized by unique exposures, higher hazard profiles, or significant line sizes.     Key Responsibilities Underwrite and price complex primary GL and excess casualty E&S risks within authority, using data-driven analysis and strong underwriting judgment. Manage and grow a portfolio of wholesale broker relationships to drive profitable new business and maintain portfolio...
Liberty Mutual Chicago, IL Full Time
CNA
08/16/2026  
Underwriting Consultant, Wholesale Allied Healthcare Facilities
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 responsible for the overall management, business development, analysis and monitoring of a highly complex book of business. Recognized as a technical expert in an underwriting specialty. Under general management direction, works within broad limits of authority on assignments requiring a high degree of technical complexity and coordination. May have regional, industry segment or company-wide scope. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Works on highly complex underwriting risks employing diagnostic and systematic analysis to assess acceptability. Develops...
CNA Chicago, IL Full Time
Core Specialty
08/09/2026  
Commercial Surety Regional Manager
- The Commercial Surety Regional Manager is responsible for the underwriting, marketing, production, profitability, and overall management of a regional Commercial Surety portfolio. This position serves as the senior underwriting leader for the assigned territory and is accountable for achieving premium growth, underwriting profitability, agency development, and portfolio management objectives. The Regional Manager will develop and maintain strong relationships with agents, brokers, principals, indemnitors, and other business partners while exercising significant underwriting authority and ensuring compliance with company underwriting guidelines and risk appetite. The position is highly market-facing and focused on profitable business development, agency management, and underwriting execution. Key Accountabilities/Deliverables: Underwriting Leadership Serve as lead underwriter for the assigned territory. Analyze, evaluate, and approve commercial surety...
Core Specialty Chicago, IL Full Time

 

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