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Full Time 147
Chicago health benefits producer Illinois

171 health benefits producer jobs found in Chicago, IL

Ryan Specialty
09/22/2026  
Wholesale Casualty Brokerage Assistant
RT Specialty, a division of Ryan 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. Position Summary The Brokerage Assistant provides operational and administrative support to a dynamic Casualty brokerage team, helping ensure the accurate and timely processing of insurance transactions throughout the policy lifecycle. This role assists with policy administration, endorsements, quoting, binder issuance, account documentation, and account servicing activities while partnering closely with brokers, carrier partners, and internal teams. This is an excellent opportunity for a recent college graduate or early-career professional...
Ryan Specialty Chicago, IL Full Time
AmTrust Financial
09/21/2026  
Underwriter I - Excess Casualty
Overview This underwriting position is designed for an individual with 2+ years of E&S (excess & surplus lines experience) writing small to medium  hazard property & casualty package insurance. Knowledge of ISO coverage forms. Individual account underwriting is required for hazard analysis, rating, pricing, and form selection. Responsibilities Review individual risks within established renewal processes to determine the appropriate actions with respect to pricing and coverage terms in conjunction with established company guidelines and philosophies. Monitors key performance metrics in order to achieve individual and unit goals. Identify and take corrective action and/or collaborate with the appropriate area within the organization based on individual risk characteristics identified through broker reviews, large loss analysis, risk control, etc. Ensure brokers have a clear understanding of the Primary Casualty...
AmTrust Financial Chicago, IL Full Time
Sompo International
09/15/2026  
Small Business Underwriter, Cyber - Sompo Pro
Job Description Are you looking for your next opportunity? Sompo has a unique opportunity for a Small Business Underwriter on our Sompo Pro Cyber Underwriting team . Our Sompo Pro Small Business Underwriting team offers Cyber and Miscellaneous Professional Liability for primary and excess risks. We work through a network of 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. Our business, your impact, our opportunity: What you’ll be doing: Review applications and financial requirements to determine acceptability of risk in accordance with guidelines and standards Evaluate and price risk using rating tools, predictive models, and financial analysis. Apply underwriting guidelines and tools to...
Sompo International Chicago, IL Full Time
Berkley
09/12/2026  
Director, Underwriting - Excess Casualty
Company Details     From middle market to Fortune 500 companies, Berkley Custom’s team is committed to providing excellent service and a consistent approach to meet the needs of their brokers and their customers, bringing specific expertise in excess casualty as well as a variety of targeted primary and excess programs.   They seek to outperform competitors with focus and deep understanding of their client’s priorities and by developing creative risk solutions to meet their long-term needs. Their key differentiators include the following: EXCLUSIVE PARTNERSHIPS – Berkley Custom works exclusively the wholesale brokerage community as well as their program partners, and continually builds upon long established relationships with a passion for superior service for their appointed producers. INDUSTRY PROFESSIONALS  – Berkley Custom attracts and retains professionals with significant experience in their field, many with over 25 years in the...
Berkley Chicago, IL
Safety National
09/01/2026  
Excess Workers' Compensation, Senior Underwriter
At Safety National, we don’t just offer jobs – we build careers with purpose! Since 1942, we’ve been an industry leader, valuing integrity, teamwork, and stability while providing competitive rewards, top-tier benefits, career growth opportunities, and flexible work options that promote balance. With tuition reimbursement, wellness perks, and a strong community impact, we invest in your success—both personally and professionally. Ready to grow with us? Apply today! Follow this link to view all of our available careers and apply: https://www.safetynational.com/careers-page/ This opportunity is in the Insurance Underwriting department The Insurance Underwriting Department offers a culture of empowerment to produce results and resolve clients’ issues. Our team has an excellent track record of success with an experienced and creative group of people that work well together while underwriting various lines of coverage for large accounts representing numerous industries....
Safety National Chicago, IL Full Time
Guardian
08/29/2026  
Client Manager Associate - Chicago, IL & Indianapolis, IN
Guardian's Group Benefits Client Management team is hiring a Client Manager Associate! The Client Manager Associate, Premier Market will assume overall responsibility for managing a client book of business in the 2-99 life space. They will be responsible for persistency, growth, and profitability of this book through relationship development with clients, brokers, and key Guardian internal partners. These partners include Underwriting, Sales Support, Service and Claims. This position will also directly work with Sales Representatives to uncover opportunities to add additional lines of coverage to existing business. This position requires the individual to be an ambassador to the business and always use best practices. The Client Manager Associate is directly and/or indirectly accountable for activities associated with renewing plans (plan retention) and adding new lines of coverage (“add issue”) including, but not limited to, generating plan options and quotes for additional...
Guardian Chicago, IL Full Time
Unum Group
08/22/2026  
Sales & Client Management Intern- Chicago, Illinois
When you join the team at Unum, you become part of an organization committed to helping you thrive. Here, we work to provide the employee benefits and service solutions that enable employees at our client companies to thrive throughout life’s moments. And this starts with ensuring that every one of our team members enjoys opportunities to succeed both professionally and personally. To enable this, we provide:  Award-winning culture  Inclusion and diversity as a priority  Performance Based Incentive Plans Competitive benefits package that includes: Health, Vision, Dental, Short & Long-Term Disability  Generous PTO (including paid time to volunteer!)  Up to 9.5% 401(k) employer contribution  Mental health support  Career advancement opportunities  Student loan repayment options  Tuition reimbursement Flexible work environments  *All the benefits listed above are subject to the terms of their individual Plans. And that’s just...
Unum Group Chicago, IL Full Time
AXIS
08/06/2026  
Specialty A&H Underwriter
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 any protected characteristic, including age, color, disability, ethnicity, gender identity, marital status, national origin, pregnancy, race, religion, sex, sexual orientation, veteran status, or...
AXIS Chicago, IL Full Time
Allstate
07/20/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home...
Allstate Chicago, IL Full Time
Allstate
07/17/2026  
Large Loss Contents Property Adjuster - Chicagoland, IL
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description A day in the life of a Large Loss Contents Property Adjuster: You will be traveling to customer’s home to inspect large loss contents claims. Handle escalated claims files that have complex contents. Conduct a thorough coverage investigation of the loss and ensure the policy was applied correctly. You will be on site inspecting as well as using advanced video technology to collaborate with onsite vendors to identify damages and write a contents damage estimate. Communicate empathetically with customers and help them...
Allstate Chicago, IL Full Time
Berkley
06/30/2026  
Sr. Production Underwriting (Remote)
Company Details Berkley Human Services, a Berkley Company, is devoted to meeting the needs of Human Services Organizations. Our insurance policies are written through our Berkley affiliates, each of which is rated A+ (Superior) by A.M. Best Company with a Financial Category of XV.   We offer property and casualty coverages designed for the unique operational aspects of social service organizations. Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique needs of the market we serve. We insure both nonprofit and for-profit social service organizations, such as child daycare, sheltered workshops, group homes, senior citizen centers, senior independent living, schools, counseling services, YMCAs, YWCAs, and Boys & Girls Clubs   Company URL: https://www.berkleyhumanservices.com/                     For highly qualified candidates who are not located within a 50-mile radius of the Minneapolis or Chicago...
Berkley Chicago, IL
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
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
Allstate
06/01/2026  
Large Loss Property Adjuster - Field Estimating - Chicago, IL
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description A day in the life of a Large Loss Field Property Adjuster, and what it takes to do the job! As a Large Loss Field Property Adjuster, you will be dedicated to providing exceptional service to our policyholders. Your primary responsibility will involve traveling to our customers' homes to conduct on-site inspections, investigate coverage, prepare estimates, and settle claims promptly and efficiently. Additionally, you will handle virtual claims countrywide, leveraging various platforms and software such as Xactimate and ClaimsX...
Allstate Chicago, IL Full Time
WTW
05/03/2026  
Producer
WTW Producers make a valuable difference every day to our high-profile clients and prospects by developing leading edge solutions to address their health and benefits and broader benefits issues. They aggressively develop and manage active pipelines, call on existing and potential clients, conduct in-depth analysis/risk assessments and present information on how organization’s superior strategic resources and capabilities can address their concerns.  If working for a global market leader that provides state of the art tools, resources and support to secure and retain clients is something that excites you, apply today. Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Primary accountability for creating and executing a business strategy to penetrate the Philadelphia's market in obtaining completely new Health and Benefits (H&B) clients of the company; retain and grow revenue with clients once...
WTW Chicago, IL Full Time
Ascot Group
04/21/2026  
Senior Underwriter, Inland Marine
This is an opportunity to join Ascot Group - one of the world’s preeminent specialty risk underwriting organizations. Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we’re bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way. The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric. Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world-class service — both pre- and post-claims....
Ascot Group Chicago, IL
Allstate
04/11/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call...
Allstate Chicago, IL Full Time
Independence Pet Group
09/22/2026  
Insurance Agent - Sales
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary: Doubtless Pet Insurance Partnerships – North America is seeking an Insurance Agent- Sales who will report to the Sales Supervisor. Agents are responsible for educating prospective customers on our pet insurance products, identifying customer needs, recommending appropriate coverage options,...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
09/22/2026  
Insurance Agent - Sales
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Job Summary: Doubtless Pet Insurance Partnerships – North America is seeking an Insurance Agent- Sales who will report to the Sales Supervisor. Agents are responsible for educating prospective customers on our pet insurance products, identifying customer needs, recommending appropriate coverage options,...
Pet Partners Pet Insurance Chicago, IL Full Time
Ryan Specialty
09/22/2026  
Senior Brokerage Assistant, Commercial Property
RT Specialty, a division of Ryan 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. Position Summary The Senior Brokerage Assistant plays a key role in supporting a growing Property and Construction brokerage team by managing the operational and administrative activities that drive exceptional client service and account management. This position is responsible for coordinating renewals, processing policy and binder documentation, assisting with quoting activities, supporting accounting functions, maintaining accurate records, and serving as a liaison between brokers, carriers, and clients. This is an excellent opportunity for a...
Ryan Specialty Chicago, IL Full Time

 

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