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Chicago health and benefits manager

228 health and benefits manager jobs found in Chicago

AIG
07/18/2026  
Assistant Regional Underwriting Manager, PL/Cyber, Midwest Financial Lines
At AIG, we are reimagining the way we help customers to manage risk. Join us as an Assistant Regional Underwriting Manager, PL/Cyber, Midwest Financial Lines 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, and Multinational Clients. 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 AIG is seeking an Assistant Regional Underwriting Manager to contribute to their industry leading Professional and Cyber Liability team. AIG’s strong...
AIG Chicago, IL Full Time
CNA
07/18/2026  
Operations General Manager, Ledger Reconciliation
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.  Manages the enterprise Ledger Reconciliation function for insurance receivables and related accounting, including Surety. The role leads operational execution, financial close governance, journal entry approval, audit support, BPO partnership strategy, control discipline, and continuous improvement across a high-volume and increasingly complex receivables environment. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Oversees enterprise general ledger reconciliations for insurance receivables and related accounting, including Surety, ensuring reconciliations are accurate, supported, completed...
CNA Chicago, IL Full Time
Huntington
07/18/2026  
Cybersecurity Architect Advisory Consultant
Description Summary: The Cybersecurity Architect Advisory Consultant reports to the Cybersecurity Architect Senior Manager and frequently interacts with the chief information security officer, as well as audit and compliance. The security solution architect is responsible for designing security solutions that protect business and customer data but also allow the business to execute and innovate. The Cybersecurity Architect Advisory Consultant works closely with many diverse and dynamic teams, including, but not limited to, security engineering, IT infrastructure, application development, security operations, security audit and end users. This position is also responsible for architecting solutions to secure business-to-business initiatives, third-party relationships, outsourced solutions and vendors. The Cybersecurity Architect Advisory Consultant provides expert guidance for addressing current security issues...
Huntington Chicago, IL Full Time
Applied Systems
07/18/2026  
Associate Project Manager
Job Description Amazing Career Moments Happen Here     Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the  Insurtech  game,  we’re  not just redefining  what’s   achievable;   we’re  creating a place where amazing career moments are made possible.       Position Overview   We’re hiring an entry level Associate Project Manager to join our Activation Services team in a hybrid capacity (3 days in-office a week - Tuesdays to Thursdays) based out of our Chicago office. This is an opportunity to gain valuable hands-on experience in project management. This role is ideal for recent...
Applied Systems Chicago, IL
Berkley
07/18/2026  
AVP, Underwriting
Company Details     Do you want to be part of a dynamic and growing organization that encourages creativity, collaboration, innovation and individual expression? Are you an insurance professional who wants to think “outside the box” in creating products, underwriting and servicing customers? Berkley Healthca re is a dynamic company that encourages a pioneering mindset with the financial backing of a Fortune 500 company.  At BHFL, everyone’s voice counts and we expect to hear from everyone. If you want to work in a unique insurance company like no other, come explore career options with us. As a member company of W. R. Berkley Corporation, Berkley Healthcare has assembled a unique team of multi-disciplinary insurance professionals to take a fresh look at healthcare organization insurance. We pride ourselves on our deep expertise in underwriting, claims and distribution in the healthcare industry insurance market. We understand that the...
Berkley Chicago, IL
Berkley
07/18/2026  
Sr. Production Technology Underwriter - Illinois Territory (Remote)
Company Details   Berkley Technology Underwriters is a global insurance provider offering property, casualty, professional and cyber insurance coverage for technology companies.  Responsibilities As a Sr. Technology Underwriter, you’ll be responsible for the management and growth of a Illinois  book of business as well as the acquisition of new business with a focus on Technology Middle Market insurance customers.  We will rely on you to analyze customers’ business information and claims history, monitor clients’ activities to change the policies as risks evolve.  You’ll evaluate acceptability of individual risks and determine overall acceptability of risk, coverage terms and pricing to achieve company profit objectives.  You’ll work with agents/brokers to develop productive and profitable relationships while also ensuring compliance with company underwriting guidelines and insurance regulators.  Responsible for...
Berkley Chicago, IL
Independence Pet Group
07/17/2026  
Technology Program Manager – Core Insurance Platforms
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.  Technology Program Manager – Core Insurance Platforms Department: Technology & Data Reports to: Technology Portfolio & Delivery Leader Location: Chicago, IL Job Summary Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
07/17/2026  
Technology Program Manager – Core Insurance Platforms
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.  Technology Program Manager – Core Insurance Platforms Department: Technology & Data Reports to: Technology Portfolio & Delivery Leader Location: Chicago, IL Job Summary Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology...
Pet Partners Pet Insurance Chicago, IL Full Time
AIG
07/16/2026  
Senior Manager, Strategy & Project Marketing
Scope We are seeking a highly analytical Marketing Strategy and Project Senior Manager to work directly with the Chief Marketing & Communications Officer (CMCO), North America. This is a high-visibility and unique opportunity to sit at the center of marketing, helping shape how priorities are set, performance is measured, and strategic initiatives are executed. The role sits at the intersection of marketing strategy, program assessment, analytics, and operations, bringing structure, insights, and execution rigor to the priority marketing programs and leadership initiatives. Ideal for someone who thrives in fast-paced environments, enjoys solving complex problems, and has experienced exposure to senior management. Key Responsibilities: Planning and Execution Partner with the Chief Marketing & Communications Officer, NA on marketing planning, prioritization, and execution across key initiatives Drive coordination across teams to ensure alignment,...
AIG Chicago, IL Full Time
AmTrust Financial
07/15/2026  
Senior Manager, Claims
Overview AmTrust Financial Services is seeking a Senior Manager of Workers’ Compensation Claims to lead a growing team supporting Chicago claim operations. This leader will partner closely with Claims Leadership and Claim Managers (5–8 direct reports) to ensure claims are handled according to AmTrust Best Practices, while driving high performance, mentorship, and staff development. Responsibilities Leadership & Team Development • Lead and develop a team of 5–8 Claim Managers. • Champion recruitment, mentorship, skill-building, and internal mobility, helping grow future WC leaders from within. Strategic & Operational Oversight • Develop short range plans and budgets in alignment with company objectives. • Ensure adherence to all AmTrust policies, procedures, and controls. • Provide consistent communication to Claims Supervisors on case activity, performance, and operational needs. • Participate in and...
AmTrust Financial Chicago, IL Full Time
Sompo International
07/15/2026  
AVP, Claims Account Manager
Job Description Are you looking for your next opportunity? Sompo has a unique opportunity for an AVP, Claims Account Manager in our North America Insurance Claims team. This position will support claim accounts within the Midwest Zone and will participate in or directly manage the acquisition, maintenance, and renewal of accounts. The role will determine, develop, and deliver agreed-upon claim service to clients and brokers in a timely and professional manner. This position will also support Sompo’s Broker Claims Advocacy Council initiative, working with brokers, clients, and internal stakeholders to enhance claims servicing and strengthen broker relationships. Location: This position can be based out of our Chicago, IL, Alpharetta, GA or Charlotte, NC office locations. 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...
Sompo International Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
07/15/2026  
Manager, Ceded Reinsurance – Operations
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 Business Title(s): Manager, Ceded Reinsurance – Operations Employment Type: Full-Time FLSA Status: Exempt Location: In-office Summary: The Manager full-time position sits within the Ceded Reinsurance Department, leading Clearbrook’s reinsurance strategy through tactful negotiations and execution of placements.   The Ceded Re – Operations team plays a vital role throughout the reinsurance life cycle.  The team performs a variety of responsibilities in a collaborative manner to support the execution of treaty placements and the daily needs of the programs thereafter.   Due to the diverse nature of work, the role...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
RLI
07/13/2026  
Underwriting/Operations Assistant - Commercial Propery
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
HUB International
07/13/2026  
Management Liability Specialist
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 (30th best privately owned company in 2016), Inc. Magazine (named one of the fastest-growing companies in 2014 and 2015), Insurance Journal (one of the Top 100 Property & Casualty Agencies in 2014, 2015, 2016, and 2021), Lexus Nexus (Most Innovative Insurtech award in 2017), Crain’s Fast 50 in 2017, Digital.com (named on of the top 10 “Best Small Business Insurance Companies of 2021”), Insurance Business America (recipient of 5-Star Insurance...
HUB International Chicago, IL Full Time
Huntington
07/10/2026  
Treasury Mgmt Service Specialist II
Description Summary: The Treasury Management Service Specialist II – Corporate & Specialty Banking supports clients within the Corporate & Specialty Banking segment by delivering high‑touch treasury management onboarding, implementation, and advanced service support. This role focuses on sophisticated, complex client relationships across Healthcare, Franchise, Sponsor Finance, Large Corporate, and other specialty industries that require advanced treasury solutions, scalable operating structures, and strong controls. The TM Service Specialist II partners closely with Relationship Managers, Treasury Sales, Operations, Risk, Legal, and Product teams to ensure precise execution, risk alignment, and a high‑touch client experience tailored to enterprise‑level and specialty business models. Key Responsibilities Client Onboarding & Implementation (Corporate / Specialty Focus) Manage end‑to‑end...
Huntington Chicago, IL Full Time
HUB International
07/10/2026  
Senior Analyst, Internal Controls & SOX
Job Description 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 Role Overview We are seeking a...
HUB International Chicago, IL Full Time
AmTrust Financial
07/09/2026  
AVP, Finance
Overview Serve as an Account manager for the PECO Organization within AmTrust, to provide operational and financial support to stakeholder groups by liasing with our 3rd party business partners to perform data validations, operational review, monitoring and reporting on the financial performance of the business produced by our partners. This role will help drive disciplined financial management, scalable reporting, and effective coordination across Finance, underwriting, operations, claims, compliance, IT, and other AmTrust stakeholders while upholding the standards, mission, vision, and values of the AmTrust organization. Responsibilities Manage premium intake processes, including written premium, earned premium, commission income, producer commissions, carrier payables, return premiums, and related receivables and payables ensuring data submissions comply with the reporting requirements needed across the business. Lead...
AmTrust Financial Chicago, IL Full Time
AIG
07/09/2026  
Underwriter I, Retail Property
At AIG, we are reimagining the way we help customers to manage risk. Join us as an Underwriter, Retail Property 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, Retail Property 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 Reporting to the Zonal Underwriting Manager or Underwriting Lead, this role underwrites Retail Property Products under general supervision, issuing quote and...
AIG Chicago, IL Full Time
CCC Intelligent Solutions
07/08/2026  
Pricing Strategy Manager
Salary range is: $106,277.25 - $140,000.00 This position is bonus and/or commission eligible. CCC Intelligent Solutions Inc. (CCC) is a leading cloud platform for the multi-trillion-dollar insurance economy , creating intelligent experiences for insurers, repairers, automakers, part suppliers, and more. At CCC, we’re making life just work by empowering more than 35,000 businesses with industry-leading technology to get drivers back on the road and to health quickly and seamlessly. We’re pushing boundaries with innovative AI solutions that simplify and enhance the claims and repair journey. Through purposeful innovation and the strength of its connections, CCC technologies empower the people and industry relied upon to keep lives moving forward when it matters most. Learn more about CCC at www.cccis.com .   The Role The Pricing Strategy Manager is responsible for defining and executing pricing and monetization strategies for a portfolio of AI-powered solutions. This...
CCC Intelligent Solutions Chicago, IL Full Time
Applied Systems
07/08/2026  
Associate Customer Success Manager
Job Description Amazing Career Moments Happen Here    Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable, we’re creating a place where amazing career moments are made possible.      Position Overview    We’re seeking an Associate Customer Success Manager to join our Customer Success team in a remote capacity within the United States, with preference given to candidates located in the Chicago, Dallas, and Atlanta areas. The ideal candidate is an early-career professional who is eager to learn, build customer relationships, and grow within Customer...
Applied Systems Chicago, IL

 

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