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Full Time 17
Chicago hybrid wholesaler Illinois

17 hybrid wholesaler jobs found in Chicago, IL

Ryan Specialty
04/02/2026  
Broker Assistant
Position Summary RT Specialty is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. As an independent wholesale broker, we are a critical intermediary in the distribution channel from insurance carriers and retail brokers. The Broker Assistant is responsible for providing operational support to the brokerage team by efficiently handling day-to-day operational tasks. The role contributes to the seamless functioning of daily operations, ensures compliance with regulations, and facilitates effective communication within the brokerage team. They work closely with brokers to ensure timely transaction completion through paperwork processing and...
Ryan Specialty Chicago, IL, USA Full Time
Ryan Specialty
03/24/2026  
Broker Assistant, ProExec Insurance
Position Summary RT Specialty is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. As an independent wholesale broker, we are a critical intermediary in the distribution channel from insurance carriers and retail brokers. The Broker Assistant is responsible for providing operational support to the brokerage team by efficiently handling day-to-day operational tasks. The role contributes to the seamless functioning of daily operations, ensures compliance with regulations, and facilitates effective communication within the brokerage team. They work closely with brokers to ensure timely transaction completion through paperwork processing and...
Ryan Specialty Chicago, IL, USA Full Time
Ryan Specialty
03/24/2026  
Inside Broker, ProExec Insurance
Position Summary RT Specialty is seeking a motivated and experienced Inside ProExec Broker to join our high-performing wholesale brokerage team in Chicago, IL. This role is ideal for an Inside Broker, Associate Broker or Wholesale Broker with 2+ years of experience in ProExec lines of business, with an emphasis on Cyber. Location: The role is a hybrid role reporting to either our Chicago, New York City, Atlanta or San Francisco office. What will your job entail? The Inside Broker will independently manage and broker C ommercial ProExec accounts from submission through placement and servicing. This role supports an Office President / Team Leader and plays a critical part in managing and growing a book of Proexec and Cyber business within a wholesale brokerage platform. Key Responsibilities: Independently broker and manage new and renewal ProExec accounts, with an emphasis on Cyber. Review and evaluate retail broker submissions Collaborates with brokers to...
Ryan Specialty Chicago, IL, USA Full Time
Markel
03/22/2026  
Underwriter/Sr. Underwriter - Retail Inland Marine
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to underwrite new business and renewals in a profitable manner and according to authority level and established guidelines, and participate in special projects having an impact on the business. Assigned larger and more important agents/brokers. Utilize underwriting tools to determine accurate classifications, rates, and premium charges. Understand state laws, including cancellation and non-renewal, within assigned territory to properly transact business within each...
Markel Chicago, IL, USA Full Time
Crum & Forster
03/16/2026  
VP, Middle Market Solutions Underwriting 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 visit...
Crum & Forster Chicago, IL, USA Full Time
HUB International
03/12/2026  
Vice President, SPG Enterprise Technology
ABOUT HUB At HUB International , we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence.  HUB is one of the largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions.  ABOUT SPECIALTY PROGRAM GROUP (SPG)...
HUB International Chicago, IL, USA Full Time
QBE
03/12/2026  
AVP, Underwriting - Specialty Casualty
Primary Details Time Type: Full time Worker Type: Employee The Opportunity: The purpose of this role is to provide strategic direction for underwriting Wholesale portfolios in the Midwest region, ensuring growth and profitability. This role involves managing writing guidelines, 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, and staying informed about industry standards and new product introductions. This is an exciting opportunity to join a team with exceptional reputation in the industry and to influence the buildout of Specialty Casualty. Location: Chicago, IL; 500 West Madison St. Suite 1205 Chicago, IL 60661 Work Arrangement: This role is hybrid, where you will be expected to be in the office 2-3 days per week. The salary range for this role is between $158,500 - $237,500....
QBE Chicago, IL, USA Full Time
CNA
03/06/2026  
Underwriting Associate, Nat'l Accounts Casualty - Wholesale
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 DESCRIPTION: Joining the   National Accounts   Casualty   Wholesale   team as an Underwriting Associate, you will   be   responsible for   underwriting risk for the underwriting lifecycle   both   r enewal   and new   business within limited authority.    You will   partner   with Underwriters   as well as   maintain   branch and broker relationships   on all aspects of the Underwriting function   including   providing the necessary information to allow   the   Underwriter   to make prudent underwriting decisions .      This hybrid position works 3 days per week from   our   office   in...
CNA 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
Arch
02/19/2026  
AVP, Business Development
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 directly accountable for the following responsibilities:  Drive regional business development priorities with Arch’s business units and agency/broker partners that support growth strategies. Utilize internal and external data platforms to analyze progress of priorities; when appropriate, recommend refinement of priorities to more appropriately align with current market environment. Serve as a point of contact for agents/brokers in the region for product support, appetite awareness, quality service, opportunity assessments, and the overall fulfilment of multiline needs. Support generation of new and manage current relationships to meet or exceed revenue goals...
Arch Chicago, IL, USA Full Time
RLI
02/18/2026  
Cargo Marine Underwriting Manager
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, USA Full Time
Ryan Specialty
02/11/2026  
Senior Manager, Products & Underwriting
Position Summary RT Connector, a division of Ryan Specialty, is seeking a Director or Sr. Manager of Products & Underwriting, dependent upon experience which will support our Wholesale division of the business. This role is pivotal in positioning RT Connector as the premier solution for digitalized insurance capacity in the U.S. wholesale market. This role will focus on building insurance capacity, product delivery, carrier stewardship, and strategic planning. Location: The ideal candidate will be hybrid and will report to our corporate office in downtown Chicago 2-3 days per week (155 N Wacker Drive, Suite 4000 Chicago, IL 60606) Fully remote opportunity available for candidates located outside of the Chicagoland area and this consideration will be based on experience level. What will your job entail? Core Responsibilities: Insurance Product Development: Drive strategy by identifying target capacity specifications (class codes, geographies, etc.) and...
Ryan Specialty Chicago, IL, USA Full Time
Arch
01/23/2026  
VP/AVP, E&S Property
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 Develop and underwrite a profitable E&S (non‑admitted) Property portfolio by building and deepening relationships with approved wholesale brokers across the region—including travel, presentations, and product training—while deploying capacity, setting pricing, negotiating terms, and monitoring portfolio performance under the guidance of Regional Property Management. Responsibilities and Accountabilities Under the guidance of Regional Property Management and within the company guidelines, develop a profitable book of business in the E&S Property specialty. Develop and maintain relationships with approved wholesale brokers, including but not limited...
Arch Chicago, IL, USA Full Time
HUB International
01/23/2026  
Management Liability Specialist
About Specialty Program Group: Specialty Program Group (SPG) is the wholesale & MGA division of HUB International.  SPG acts in a holding company capacity acquiring best in class underwriting businesses to operate independently under discrete brands (portfolio companies). About Insureon & SMART Panel: Insureon is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and an unwavering commitment to serving Insureon, a division of Specialty Program Group and HUB International, is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and an unwavering commitment to serving our customers. We’ve become one of the most prominent companies in the Insurtech revolution by challenging conventional thinking and finding unconventional solutions to the industry’s problems. Our efforts have gotten attention, too – we’ve received awards from: Entrepreneur Magazine...
HUB International Chicago, IL, USA Full Time
HUB International
01/11/2026  
Management Liability Specialist
About Specialty Program Group: Specialty Program Group (SPG) is the wholesale & MGA division of HUB International.  SPG acts in a holding company capacity acquiring best in class underwriting businesses to operate independently under discrete brands (portfolio companies). About Insureon & SMART Panel: Insureon is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and  an unwavering commitment to serving Insureon, a division of Specialty Program Group and HUB International, is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and  an unwavering commitment to serving our customers. We’ve become one of the most prominent companies in the Insurtech revolution by challenging conventional thinking and finding unconventional solutions to the industry’s problems. Our efforts have gotten attention, too – we’ve received awards from: Entrepreneur Magazine...
HUB International Chicago, IL, USA Full Time
The Hartford
11/14/2025  
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) 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 experienced...
The Hartford Chicago, IL, USA Full Time
H.W. Kaufman Group
08/14/2025  
Senior 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

 

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