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Chicago, IL

1075 jobs found in Chicago, IL

WTW
10/24/2026  
Senior Director - Health and Benefits Consulting
As a Health and Benefits Senior Director you will lead client engagements involving the design and management of the full array of health and benefits programs.  You will drive the strategy and grow relationships with current clients by leveraging your expertise alongside WTW’s array of solutions and capabilities and will generate new business by participating in prospecting activities.  You will have the opportunity to provide input into the evolution of the WTW Health and Benefits practice and to be a leader in the marketplace.    The Role  Serve as the strategic partner and trusted advisor to clients in the design and management of their health and benefits programs.  Responsibilities include: Leading the client service team in the design and delivery of project plans; ensuring progress against established objectives, budgets, timelines, deliverables and quality standards  Proactively advising clients and ensuring the delivery of superior client service Leading vendor...
WTW Chicago, IL Full Time
WTW
10/24/2026  
Director, Senior Cyber Broker - NA FINEX
The Role As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions. The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace. Key Responsibilities Client Advisory & Relationship Management Serve as a trusted advisor to clients on cyber insurance and related financial lines risks. Lead client discussions regarding exposure analysis, market conditions, and...
WTW Chicago, IL Full Time
WTW
10/24/2026  
Senior Director, Senior Cyber Broker - NA FINEX
The Role As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions. The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace. Key Responsibilities Client Advisory & Relationship Management Serve as a trusted advisor to clients on cyber insurance and related financial lines risks. Lead client discussions regarding exposure analysis, market conditions, and...
WTW 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
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
Ascot Group
10/24/2026  
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
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
Westfield
10/24/2026  
Senior Claims Specialist
Duties and Responsibilities:   Directly handle, manage and/or oversee commercial and financial lines Public and Private D&O, Financial Institutions E&O, EPL, Fiduciary and Crime/Fidelity claims. Handle claims in accordance with Claim Handling Best Practices in all phases of the claim including through initial contact, investigation of the claim, evaluation the claim for coverage and reserving for exposure, and in the resolution and documentation of claims. Provide top-notch customer service through all interactions and communications including with internal and external customers and business partners. Review and evaluation of policies to determine coverage. Resolve coverage-related matters working collaboratively with outside counsel when necessary. Complete written reports and present claims to management, underwriting, actuary and reinsurers on claim developments as needed. Adhere to all statutory regulations and Unfair Claims Practices Acts....
Westfield Chicago, IL Full Time
Westfield
10/24/2026  
Actuarial Analyst
Job Summary We are seeking an Actuarial Analyst to provide actuarial pricing support for Westfield’s US Specialty lines of business. In this role, you will experience wide-ranging opportunities to develop your actuarial skillset on complex classes including Excess Casualty, Specialty Property, Financial Lines, and Professional Lines. Alongside a talented group of Pricing Actuaries, you will interact directly with our underwriting leaders to implement market-leading pricing and analytical capabilities which will directly influence strategic business decisions. We are looking for innately curious, detail-oriented, innovative, and highly motivated individuals to join the Actuarial team in our New York or Chicago office. Job Responsibilities Assist in conducting profitability and segmentation analyses to identify profitable growth opportunities and areas requiring remediation. Prepare monthly and quarterly reports on pricing and portfolio performance, monitoring key actuarial...
Westfield Chicago, IL Full Time
Sedgwick
10/24/2026  
Disability Representative
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 Disability Representative Disability 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 our dynamic Center 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 customers from some of...
Sedgwick Chicago, IL Full Time
Sedgwick
10/24/2026  
Regional Manager
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 Regional Manager PRIMARY PURPOSE:   To create profitable growth by acquiring and maintaining new and existing client relationships and increasing market presence by utilizing superior, innovative and personalized service. ESSENTIAL FUNCTIONS and RESPONSIBILITIES Develops and implements annual business plans and delivers profitable growth of the business’ operating revenues and earnings budget utilizing Sedgwick’s business processes. Generates and establishes...
Sedgwick Chicago, IL
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
Sedgwick
10/24/2026  
Disability Representative Sr
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 Disability Representative Sr Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:       Chicago, IL :   175 W. Jackson Blvd. 12th Fl. Chicago IL 60604   PRIMARY PURPOSE : Provides disability case management and complex claim determinations based on medical documentation and the applicable disability plan interpretation including determining benefits due...
Sedgwick Chicago, IL
Acrisure
10/24/2026  
Payroll Territory Manager
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Payroll Territory Manager (PTM), you will report to the Payroll Division Manager (PDM).  Activities include explaining our value proposition to clients via Atlas CRM, upselling current clients on other Auris products and...
Acrisure Chicago, IL
Starr Insurance
10/24/2026  
Regional Underwriting Manager - General Property
Starr Insurance Companies is a leading insurance and investment organization, providing commercial property and casualty insurance, including travel and accident coverage, to almost every imaginable business and industry in virtually every part of the world. Cornelius Vander Starr established his first insurance company in Shanghai, China in 1919. Today, we are one of the world’s fastest growing insurance organizations, capable of writing in 128 countries on 6 continents. Starr Insurance Companies is seeking a highly skilled and experienced Underwriter to join our dynamic team, specializing in large property accounts. As a key player in our profit center, the Underwriter will play a crucial role in assessing risk, underwriting policies, and contributing to the profitability and growth of our portfolio. Responsibilities: * Manage the Midwest Underwriting Team * Evaluate and underwrite large property insurance submissions. * Conduct comprehensive risk assessments and...
Starr Insurance 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
Starr Insurance
10/24/2026  
Underwriting Analyst Captive
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. Duties and Responsibilities: Maintain underwriting account clearance system Issue quotes/binders/policies on behalf of underwriting staff Create and maintain underwriting files Collect renewal information and prepare renewal submissions for underwriters Maintain business logs (renewal lists, etc.) as required Prepare monthly reports as required Skills and Experience Required Basic understanding of insurance products Experience in the...
Starr Insurance Chicago, IL Full Time
Starr Insurance
10/24/2026  
Loss Control Service Consultant – Construction
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. RESPONSIBILITIES Position oversees overall loss control service direction, coordination, and evaluation of new business and dedicated accounts in their respective regional office.   Helps to ensure quality accounts are added to the portfolio while also assessing individual account service needs once bound.  Monitors loss development on the book of business and readily perform and deploy loss control resources where needed to maintain profitability and...
Starr Insurance Chicago, IL Full Time
AIG
10/24/2026  
Catastrophe Portfolio Modeling Manager – North America
Catastrophe Portfolio Modeling Manager – North America Make your mark in Catastrophe Modeling The North American Catastrophe Risk Management team is responsible for catastrophe modelling and portfolio exposure management for AIG’s North American Insurance businesses. Effective Catastrophe Management is integral to the success of the business and our catastrophe modelers play a critical role in managing our global risk appetite. Day to day pricing and portfolio roll-up is carried out at our Centre of Excellence (CoE) in Bangalore, India. The North American Catastrophe Risk Management team is part of a wider Global Catastrophe Analytics team with individuals located across the US, and in London and Singapore. How you will create an impact The primary responsibility for the individual in this role is to lead the Catastrophe Portfolio modelling for select North America Commercial and Specialty Property business underwritten. The role requires a technically proficient...
AIG 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

 

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