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RLI
04/13/2026  
Sr. Underwriter - E&S Property
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
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 Full Time
RLI
04/14/2026  
General Adjuster - Commercial Property
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
The Hartford
04/11/2026  
Wholesale Excess Casualty Underwriter - Navigators, a Brand of The Hartford
Executive Underwriter - UW07ED Senior Underwriter - UW08EA 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.           We’re in the business of helping people achieve amazing things by protecting the things that matter most. And you can help us when you join our team of underwriters. They’re at the center of everything we do – and by joining us, you’ll be on a team known throughout the industry for providing our customers with just the right amount of coverage they need to pursue their unique interests. Your underwriting career here means collaboration, inclusivity, innovative thinking and so much more. Here, doing things the way they’ve always been done isn’t a part of the job. Here, you’ll be putting your creative...
The Hartford Chicago, IL Full Time
AmTrust Financial
04/10/2026  
Underwriter II
Overview Underwriter II – AmTrust E&S Insurance Services. This underwriting position is designed for an individual with a minimum of four (4) years of E&S (excess & surplus lines experience) writing medium to high hazard excess liability insurance. Knowledge of ISO coverage forms. Individual account underwriting is required for hazard analysis, rating, pricing, and form selection. In addition, knowledge of industry standard company forms is required to properly underwrite risk. With this opportunity, you will underwrite and manage a portfolio of hard to place liability risks with tougher exposures considered unique or challenging in accordance with AmTrust E&S guidelines, strategy and profitability standards. The person in this position is responsible for new business development, risk analysis and assessment, coverage evaluation, pricing and contract negotiation in order to maintain and develop a profitable portfolio of non-admitted primary...
AmTrust Financial Chicago, IL Full Time
AXIS
04/08/2026  
Lead Underwriter, US Excess Casualty
This is your opportunity to join AXIS Capital – a trusted global provider of specialty lines insurance and reinsurance.  We stand apart for our outstanding client service, intelligent risk taking and superior risk adjusted returns for our shareholders. We also proudly maintain an entrepreneurial, disciplined and ethical corporate culture.  As a member of AXIS, you join a team that is among the best in the industry. At AXIS, we believe that we are only as strong as our people. We strive to create an inclusive and welcoming culture where employees of all backgrounds and from all walks of life feel comfortable and empowered to be themselves. This means that we bring our whole selves to work.  All qualified applicants will receive consideration for employment without regard to race, color, religion or creed, sex, pregnancy, sexual orientation, gender identity or expression, national origin or ancestry, citizenship, physical or mental disability, age, marital status, civil...
AXIS Chicago, IL Full Time
Berkley
04/06/2026  
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
Markel
04/06/2026  
Director/Sr. Director Chief of Staff, Wholesale & Specialty
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 Chief of Staff for the Wholesale & Specialty Division is a critical strategic partner to the President of Wholesale and Specialty. This role is responsible for driving cross-functional initiatives, optimizing organizational performance, and ensuring alignment of division priorities with overall business objectives. The Chief of Staff must be a self-starter who excels in navigating ambiguous environments and thrive when faced with undefined parameters, approaching challenges with creativity, strategic...
Markel Chicago, IL 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 Full Time
Berkley
02/12/2026  
Renewal Underwriter - Professional Liability
Company Details             Vela Insurance Services provides specialized Excess and Surplus Lines Casualty and Professional Liability insurance solutions in the following market segments: Construction, Specialty Casualty, & Professional Liability.  We offer national service and local knowledge to our exclusive wholesale broker network and the businesses they serve.       Responsibilities The Renewal Underwriter plays a critical role in retaining profitable business and achieving adequate rate across assigned accounts. As part of a collaborative “one team” approach, this role supports the Broker Specialists in maintaining strong broker relationships while focusing on desk underwriting. The Renewal Underwriter is responsible for evaluating renewal submissions, negotiating terms, and ensuring underwriting integrity and profitability.   Manage the renewal process for assigned accounts, ensuring timely and...
Berkley Chicago, IL
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 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
HUB International
04/14/2026  
New Business Sales Producer
About Specialty Program Group: Our goal is to partner with industry-leading specialty businesses to provide them with the ability to achieve their goals and optimize their businesses. Specialty Program Group offers access to capital and investment, deep carrier relationships, creative thinking, product development and broad distribution, while allowing our businesses to maintain the essence of what makes them successful. Specialty Program Group delivers leading-edge specialty expertise backed by transformative digital capabilities and sophisticated data and analytics. About Insureon: Insureon is the #1 digital agency for small businesses and a pioneer in ecommerce. Our proprietary technology platform enables business owners to easily compare and purchase the insurance they need. We are proud to serve a range of customers from IT consultants and photographers to cleaning businesses and general contractors. We partner with every major U.S. insurance company, and over the...
HUB International Chicago, IL Full Time
GEICO
04/13/2026  
Senior Manager, Internal Communications
At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.  Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive through relentless innovation to exceed our customers’ expectations while making a real impact for our company through our shared purpose.  When you join our company, we want you to feel valued, supported and proud to work here. That’s why we offer The GEICO Pledge: Great Company, Great Culture, Great Rewards and Great Careers. Senior Manager ,   Internal   Communications   Location:   Chicago, IL   or Bethesda, MD     Summary:   GEICO is looking for a   skilled communicator   to join our   Corporate Communications   team .   Are you an expert in   distilling complex information into clear,   relatable   languag e   for all employees ? Do yo u approach   projects...
GEICO Chicago, IL Full Time
HUB International
04/11/2026  
Business Analyst, DnA Program Management
ABOUT US 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 a 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. Job Overview – Business Analyst HUB International is rapidly...
HUB International Chicago, IL Full Time
HUB International
04/11/2026  
Staff Internal Auditor
About Us 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. Position Summary Internal Audit (IA)...
HUB International Chicago, IL Full Time
HUB International
04/11/2026  
Senior Financial Analyst
ABOUT US 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 brokers, 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 nearly 20,000 employees across 600 offices throughout North America, HUB has grown substantially, in part due to our industry-leading success in mergers and acquisitions. POSITION SUMMARY The   Senior...
HUB International Chicago, IL Full Time
HUB International
04/11/2026  
Project Manager – AIM/IR Conversions
ABOUT US  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 a 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.  Position Overview The AIM/IR Conversions Project Manager – is...
HUB International Chicago, IL Full Time
HUB International
04/11/2026  
Senior Manager, Technology Business Partner
ABOUT US 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 a 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 Technology Business Partner (Sr. Manager) Position Summary We...
HUB International Chicago, IL Full Time
HUB International
04/11/2026  
Senior Workday HRIS Analyst
ABOUT US 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 the 5th 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 more than 19,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. Overview of Position: The Senior HR Tech...
HUB International Chicago, IL Full Time

 

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