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Illinois 139
Chicago Full Time benefit analyst

139 benefit analyst jobs found in Chicago

Guardian
10/15/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities,...
Guardian Chicago, IL Full Time
Guardian
08/22/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities, collaborating across teams, and ensuring deliverables are completed accurately and on time. You balance customer needs with...
Guardian Chicago, IL Full Time
CNA
10/27/2026  
AI-Business Audit Consultant
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.  About Internal Audit The Global Internal Audit Team strengthens CNA’s ability to create, protect and sustain value by providing the Audit Committee and management with independent, risk-based and objective assurance, advice and insight. We are analysts, problem-solvers, explorers as well as trusted advisors and catalysts. We strive to maintain an agile and responsive audit program that focuses on our company’s highest risks and builds trust with all of our stakeholders. We invest in our people and are committed to inclusion. As the third line of defense for CNA, the scope of our work spans across all types of risk: financial, compliance, technology and operational. Job Profile Summary The...
CNA Chicago, IL Full Time
CNA
10/27/2026  
Senior Software Engineer, AI/ML
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.  We are looking for a highly skilled Senior Python AI Developer with deep expertise in building intelligent agents using Google Vertex AI, particularly with Gemini or OpenAI models. The ideal candidate has a strong foundation in Large Language Models and understands how they work under the hood, combined with experience in evaluating model performance through structured testing methodologies. This role requires proficiency in the technical aspects of agent development while adhering to best practices in prompt engineering, context filtering, and security-aware prompting. The candidate should also have hands-on experience with modern agent frameworks and observability tools, ensuring robust,...
CNA Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
10/27/2026  
Learning & Development Specialist
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidiaries 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 Learning and Development Specialist will implement and support enterprise-wide learning and development (L&D) programs with a key focus on cohesive and integrated learning processes for a high-performance and inclusive culture. Collaborate with business leaders, HR business partners, subject matter experts and colleagues to identify needs and skills gaps, explore options, design planning and execute effective learning solutions to support the business to achieve strategic goals. This position will manage large-scale projects and deliver engaging, creative, and impactful virtual, in-person, and blended programs to improve...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
AmTrust Financial
10/26/2026  
Manager, Claims
Overview AmTrust Financial Services, a fast growing commercial insurance company, has an need for a subrogation Claims Manager. The successful candidate will supervise a team of Claims Adjusters. Their supervision will include coaching and counseling, monitoring work performance to assure compliance with company standards as well as Labor Code rules and regulations, helping to refine the skills of the people in the unit, conducting performance evaluations, and instituting corrective action when appropriate. Responsibilities Essential Job Functions · Supervise a team of Property Subrogation Claims Adjusters. · Oversees the handling of all aspects of the claims assigned to the unit including reserving, communication, documentation, litigation management, evaluation, negotiation and settlement. · Ensures claim processing is consistent with applicable policies, procedures and department guidelines. · Maintain current...
AmTrust Financial Chicago, IL Full Time
WTW
10/24/2026  
Early Careers: Compensation Analyst (Work and Rewards) - Chicago - 2027
Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. We will only consider candidates who are currently authorized to work in the United States and who will not require sponsorship now or in the future. Please note: student visas, CPT, OPT, H-1B, TN, and other temporary work authorizations are considered restricted forms of employment eligibility. Once these expire, the candidate must be able to present another valid form of work authorization.  We are in the business of transforming tomorrows. Join us and transform yours.  The Business  The Work & Rewards (W&R) business at WTW optimizes work and rewards strategies to unlock value and deliver exceptional outcomes. A high performing team of over 1,100 colleagues globally supports clients across all industries in areas ranging from executive compensation and board advisory, broad-based employee rewards and job framework design, career strategy, and rewards...
WTW Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
10/24/2026  
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
Sedgwick
10/24/2026  
Leave of Absence Coordinator
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Leave of Absence Coordinator Leave of Absence Representative Our teams thrive together! We collaborate in person and embrace a flexible hybrid work style. To join us, you’ll need to live near one of our dynamic Centers of Excellence📍 Chicago, IL 175 W. Jackson Blvd. 12th Fl. Chicago IL 60604. ✨ What we offer: A stable, consistent work environment —both in-office and virtual A comprehensive training program to help you support employees and...
Sedgwick Chicago, IL Full Time
AIG
10/24/2026  
Head of Actuarial Pricing Analytics - North America
Head of Actuarial Pricing Analytics - North America At AIG, we are reimagining the way we help customers to manage risk. Join us as a Head of Actuarial Pricing Analytics - North America to take on key responsibilities within a world-class actuarial function. Make your mark in Actuarial Our Actuaries are on the front lines, quantifying risk, pricing insurance and reserving losses for AIG’s major insurance operating companies, globally. We collaborate with Finance, Claims, Operations, Marketing and Risk Management, among other functions. As an AIG actuary, you will be challenged and encouraged to reach your greatest potential to help improve how we predict, manage and mitigate risk. How you will create an impact The Modelling & Advanced Analytics team, within Actuarial - Global Pricing, support the broader global Actuarial function in calibrating commercial lines rating solutions through predictive modelling and market insights. The raters are used by underwriters...
AIG Chicago, IL Full Time
AIG
10/24/2026  
Senior Executive Underwriter, Excess Casualty, National Accounts
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Senior Executive Underwriter to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team.   Make your mark in Underwriting   AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG.   How you will create an impact   Take ownership for achieving goals and outcomes. Oversee a range of programs and processes, in addition to handling complex underwriting. Successfully balancing the needs...
AIG Chicago, IL Full Time
CNA
10/24/2026  
Senior AI Engineer - Guidewire
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 providing a high level of expertise in systems analysis and design, application development and/or integration, and testing of complex systems applications to support business needs. Provides guidance to others informally and formally leads teams on a project and/or program. The focus of this position will be leading, architecting, designing, developing or integrating business applications. JOB DESCRIPTION: Essential Duties & Responsibilities   Performs a combination of duties   in accordance with   departmental guidelines:   Define and drive the AI-first engineering vision and strategy across development teams, promoting...
CNA Chicago, IL Full Time
CNA
10/24/2026  
Managing Director, Claims Vendor Strategy & Partnerships
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.  Serves as a people leader responsible for identifying, designing, and implementing third-party vendor solutions that enable Claims strategy and operational excellence. Acts as a trusted advisor to Claims leadership, proactively bringing forward innovative solutions, emerging capabilities, and market insights that enhance customer outcomes, improve efficiency, and drive competitive advantage. Partners closely with business leaders across all phases of sourcing and contracting from project planning through execution ensuring alignment to strategic priorities. A key focus area includes category strategy development and execution, incorporating a deep understanding of Claims business objectives...
CNA Chicago, IL Full Time
CNA
10/24/2026  
Principal AI Engineer
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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time
The Hartford
10/24/2026  
Life Sciences Executive Underwriter - Chicago, IL
Executive Underwriter - UW07CD Senior Underwriter - UW08CA 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.           Join a high-performing, collaborative team within our Life Sciences underwriting team, where innovation and strategic thinking drive success. We’re seeking a skilled Life Sciences Underwriter to manage and grow a profitable book of business, focusing exclusively on Property & Casualty lines for the Life Sciences industry, including Products Liability and Excess Liability. Key Responsibilities Underwrite new and renewal business and identify account rounding opportunities within the Life Sciences sector. Manage cross-sell and up-sell opportunities across the team to expand existing accounts....
The Hartford Chicago, IL Full Time
Allstate
10/24/2026  
P&C Actuary Director - Reserving
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 Why This Role This is a signature seat within the enterprise P&C actuarial organization — a role designed for a senior reserving leader who wants direct line-of-sight to the top of the house. You will own the estimation of loss and expense reserves across Auto Injury and Business Insurance, and you'll do it with a rare combination of technical depth, executive influence, and enterprise reach. You'll have opportunities to regularly present to senior and executive level leadership up to and including the CEO, along with coordinating...
Allstate Chicago, IL Full Time
RLI
10/23/2026  
Technical Claim Manager-Miscellaneous Professional Liability/Errors & Omissions (E&O)
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
RLI
10/23/2026  
Claim Examiner-Casualty Property Damage (hybrid)
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
Markel
10/23/2026  
Senior Claims Examiner, Management Liability, Employment
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! This position will be responsible for the resolution of moderate to high complexity and moderate to high exposure claims which can be subject to disputes that must be resolved in mediation or litigation. The primary purpose of this job is to handle claims from coverage enquiry through legal liability assessment (where relevant) and quantum analysis, to timely and accurate resolution; ensuring mitigation of indemnity and expense exposure while communicating developments and outcomes as necessary to all...
Markel Chicago, IL Full Time
Ryan Specialty
10/23/2026  
Business Solutions Director
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 Business Solutions Director is a key function for RT Specialty, maintaining the overall goals and vision of their workstream as it pertains to technology and operational strategy. The Business Solutions Director will set the roadmap for the year while also demonstrating ability to quickly change as outside factors arise. The Business Solutions Director will consistently drive ideas forward while creatively push the boundaries on solutions, keeping in mind increased efficiency, ease of use, and flexibility as key factors for...
Ryan Specialty Chicago, IL Full Time

 

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