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Full Time 16
Chicago senior lead health benefits consultant Illinois

19 senior lead health benefits consultant jobs found in Chicago, IL

Applied Systems
07/04/2026  
Sr. Sales Consultant
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 are searching for a Sales Consultant who will play a key role in expanding our technological footprint among Property and Casualty (P&C) Insurance Carriers and Managing General Agents (MGAs ). This role is ideal for an experienced sales professional who excels both in pipeline generation and fosters relationships with senior executives and...
Applied Systems Chicago, IL
HUB International
06/14/2026  
Commercial Lines Learning Strategist
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 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. Summary: The Commercial Lines Learning...
HUB International Chicago, IL Full Time
CNA
06/10/2026  
Senior AI Software 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.  Senior individual contributor on the Developer Experience (DevX) platform team, responsible for designing, building, and operating an AI-native software delivery platform across five capability domains: FeedBack (AI intelligence, observability, DORA metrics), Enterprise Enablement (Internal Developer Portal, golden-path onboarding), Build & Delivery (CI/CD/CT, GitHub Actions, ArgoCD, Harness), Safety / Application Security (Veracode, SonarCloud, JFrog Xray, supply-chain security), and App Accelerator (container base images, dev containers, starter app templates). Leads the development of AI agentic SDLC workflows — autonomous and human-in-the-loop agents that accelerate code generation,...
CNA Chicago, IL Full Time
HUB International
06/01/2026  
Strategic Human Resources Leader, Specialty Program Group
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 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) Specialty...
HUB International Chicago, IL Full Time
WTW
02/01/2026  
Senior Director, Executive Compensation and Board Advisory
Summary As a Senior Director in the Executive Compensation and Board Advisory practice you will be primarily responsible for selling, leading and delivering large client engagements and serving as a strategic advisor to clients in your areas of subject matter expertise. You’ll also contribute your thought leadership to the overall development of the Executive Compensation practice and act as a coach and mentor for fellow colleagues. Specific client engagements could include the following: Executive compensation benchmarking Short and long-term incentive design Compensation Committee advice/support Board Advisory Working closely with colleagues in other Work & Rewards practices to sell and deliver on broader rewards strategy projects, including our broad-based employee solutions (compensation, careers, skills, etc.), and our proprietary data and software solutions Partnering with colleagues in our other Health, Wealth, and Career...
WTW Chicago, IL Full Time
CCC Intelligent Solutions
07/10/2026  
Java Software Engineer
Salary range is: $84,723.57 - $120,000.00 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 Senior Software Engineer on the team will be responsible for executing the design and development of existing and new CCC Products. He or she should...
CCC Intelligent Solutions Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
07/02/2026  
Associate Actuary I
Company Farm Family Farm Family specializes in farm and ranch protection with a wide range of products including flexible farm packages, business owner policies, commercial package, workers compensation, commercial auto and select personal auto coverage. Farm Family is a leader in serving the Northeast and Mid-Atlantic markets and is pursuing growth across the U.S. The Farm Family entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Associate Actuary I, Farm Family Insurance At Farm Family, we invite you to step into a pivotal role as Associate Actuary I, where your expertise goes beyond the ordinary, and you become a driving force behind innovative actuarial solutions. Make Your Mark at Farm Family As an Associate Actuary I, you will build on your existing actuarial skillset and take on broader, more diverse responsibilities and enjoy greater autonomy in your work. You can be based in our Chicago, Omaha, New York City,...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Allstate
06/23/2026  
Strategic HR Business Partner, Manager
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 The Strategic HR Business Partner, Manager provides strategic partnership to the executive and senior leadership team of an Area of Responsibility (AOR) or Market Facing Business (MFB) at Allstate. This role works closely with leaders and stakeholders to deliver high-impact talent initiatives that drive business value. Key Responsibilities: Proactively consult on broad business strategies to elevate and prioritize talent-driven initiatives Provide evidence-based consulting on strategic talent initiatives including organization...
Allstate Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
06/16/2026  
Litigation Management Support Specialist
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Business Title(s):  Litigation Management Support Specialist Employment Type:  Full-Time  FLSA Status:  Non-Exempt  Location:  In-Office    Summary:    We are looking for a highly capable Litigation Management Support Specialist to join our team and bring our overall litigation program to the next level to work from our Chicago, IL office.  Alternatively, this role can work from our offices in Albany, NY, Los Angeles, CA, New York City, NY, Omaha, NE, or Richmond, VA.  This position reports into the SVP of Global Claims Operations who is based in Georgia.   Employees in this role are required to accurately record all hours...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
HUB International
06/15/2026  
HR Technology Solutions Consultant (Dayforce)
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 (Job-Posting Summary) We are seeking an...
HUB International Chicago, IL Full Time
CCC Intelligent Solutions
06/11/2026  
Director, Corporate Strategy
Salary range is: $157,417.86 - $215,000.00 This position is equity and 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 CCC is seeking a Director of Corporate Strategy to serve as a core member of CCC's Strategy function, reporting to the Sr. Director of...
CCC Intelligent Solutions Chicago, IL Full Time
Pet Partners Pet Insurance
06/05/2026  
Technology Program Director - Enterprise Transformation
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:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  A key component of Pawprint is Common Core, a technology organization...
Pet Partners Pet Insurance Chicago, IL Full Time
Independence Pet Group
06/05/2026  
Technology Program Director - Enterprise Transformation
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:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  A key component of Pawprint is Common Core, a technology organization...
Independence Pet Group Chicago, IL Full Time
Applied Systems
06/01/2026  
Sr. Customer Success Manager
Job Description Amazing Career Moments Happen Here       Transforming the insurance industry is ambitious, we know. That’s why at EZLynx, a division of Applied, we are committed to transforming every facet of agency life by providing the most innovative solutions to improve how independent insurance agents work every day. We are the Real-Time Rating pioneers in our industry, and we are looking for out-of-the-box thinkers and innovative solution seekers to join our team.      Position Overview       We’re searching for a Senior Customer Success Manager to join our Customer Success team in a hybrid role out of our Lewisville, TX OR Chicago, IL office. To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any...
Applied Systems Chicago, IL
Applied Systems
05/22/2026  
Revenue Operations Director
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    As the Revenue Operations Director, CX (Customer Ops), you will be a key member of the Business Operations Leadership team responsible for shaping the strategy and operating model of Applied’s Customer Experience (CX) function. You will partner with senior leadership to advance the strategic direction of our CX organization and...
Applied Systems Chicago, IL
GEICO
05/20/2026  
Senior Associate Experience Strategist
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. The  Senior Associate Experience Strategist  focuses on improving how associates experience work—from their first day through growth and development. This role turns associate feedback and data into practical programs, changes, and improvements that people   actually notice .   You’ll   work across HR and the business to spot   what’s   not working, test better ways of doing things, and...
GEICO Chicago, IL Full Time
AIG
05/03/2026  
Senior Field Risk Engineer
Why Join Risk Consulting at AIG?   Risk Consulting at AIG is about teamwork! It is about utilizing your resources, working together to solve real world problems, and making a positive impact on our client’s futures. When asked, “why do we enjoy what we do?” The answer is simple, the people.   The role of a Field Risk Engineer is core to what we do at AIG, both as a risk management resource to our clients and as a leading global insurance organization. Field Risk Engineers are responsible for working with clients to identify and mitigate risks to their business such as fire, flood, windstorm, equipment breakdown etc.  A Day in the Life   Looking for variety and a challenge? Property loss prevention surveys range in size and scope. One day you may be looking at a metal working facility, the next, a university campus. The key to success isn’t about being the expert in every occupancy, it’s about building trust and cross-functional relationships with stakeholders through...
AIG Chicago, IL Full Time
WTW
02/24/2026  
Senior Director - Health and Benefits Consulting
As a Senior Director - Health and Benefits Consulting, 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. Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. 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,...
WTW Chicago, IL Full Time
WTW
01/11/2026  
Managing Director - Health and Benefits Consulting
Summary As a Managing Director - Health and Benefits Consulting, you will 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.  You will lead large, highly visible client engagements as well as develop and manage active pipelines, grow relationships with current and prospective clients, and demonstrate how our organization’s superior strategic resources and capabilities can address their concerns.  You will serve as a key voice to the marketplace of one of the world’s leading HR consulting firms and have the ability to contribute to the evolution of health care delivery in North America. The Role Serve as the strategic partner and trusted advisor to large, complex clients in the design and management of their health and benefits programs,  Primary accountability for creating and executing a business strategy to penetrate the local and regional...
WTW Chicago, IL Full Time

 

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