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Chicago director health benefits Illinois

158 director health benefits jobs found in Chicago, IL

WTW
01/11/2026  
Senior Director, Health & Benefits, Client Service Team
Summary As a Senior Director 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 market in obtaining completely new...
WTW Chicago, IL Full Time
WTW
02/24/2026  
Director, Health and Benefits, Client Service Team
As a Health and Benefits 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. 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, deliverables and...
WTW Chicago, IL Full Time
Applied Systems
05/20/2026  
Revenue Operations Director, CX
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
HUB International
05/19/2026  
Actuarial Consultant
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. ABOUT THE ROLE The Actuarial...
HUB International Chicago, IL Full Time
HUB International
05/19/2026  
Senior Director of Governance and Compliance
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 JOB SUMMARY : HUB International is seeking an experienced Senior...
HUB International Chicago, IL Full Time
HUB International
05/18/2026  
Senior Manager, AI Solutions & Automation Delivery
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 HUB is seeking a Senior Manager, AI Solutions &...
HUB International Chicago, IL Full Time
Ascot Group
05/07/2026  
Director, HR Business Partner
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. 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 Client Centric, Risk Centric and Technology Centric strategies   Built to be resilient, Ascot offers clients leading financial security while delivering bespoke products and world class service — both pre- and post-claims. Ascot...
Ascot Group Chicago, IL Full Time
Applied Systems
05/07/2026  
Business Operations Director, CX
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 searching for a Business Operations Director, CX  to join our Service Ops team in a hybrid location from either Chicago or Dallas. In this role, you will be a key member of the leadership team responsible for shaping the strategy and operating model of Applied’s Customer Experience (CX) function. You will partner with...
Applied Systems Chicago, IL
AIG
05/06/2026  
Complex Claims Director - Management Liability
Complex Claims Director – Management Liability At AIG, we are reimagining the way we help customers to manage risk. Join us as a Complex Claims Director – Management Liability 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 Claims Our Claims teams are the proven problem solvers of choice for clients, delivering consistent technical excellence and showcasing our service differentiation to create an unparalleled global claims handling experience. Through a robust stakeholder feedback loop and supported by consistent processes and leadership, we take pride in delivering responsive, fair and professional service with empathy and efficiency. How you will create an impact An employee in this role will be responsible for handling all aspects of complex directors & officers claims, including securities class actions, with opportunity to handle high exposure employment...
AIG Chicago, IL Full Time
AIG
05/03/2026  
Complex Claims Director, Excess
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Complex Claims Director 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 Excess Casualty Claims Our Claims teams are the proven problem solvers of choice for clients, delivering consistent technical excellence and showcasing our service differentiation to create an unparalleled global claims handling experience. Through a robust stakeholder feedback loop and supported by consistent processes and leadership, we take pride in delivering responsive, fair and professional service with empathy and efficiency. How you will create an impact Are you interested in handling some of the largest and most complex Casualty claims in the industry? Your deep technical claims expertise will be put to the test in the investigation, evaluation and disposition of new and existing 3rd party property and casualty...
AIG Chicago, IL Full Time
Independence Pet Group
05/03/2026  
Claims Adjuster - Associate
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.  Independence Pet Group (IPG),  a subsidiary of IPH, is one of North America’s largest pet insurance and services organizations. Our impressive family of brands (Figo, Felix, ASPCA Pet Health Insurance, Pets Plus Us, and AKC Pet Insurance) supports insurance for more than 1,000,000 pets in the U.S. and Canada...
Independence Pet Group Chicago, IL Full Time
Independence Pet Group
05/03/2026  
Director, Change Management
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.  Independence Pet Holdings (IPH) is seeking a collaborative, results‑driven Change Management Director to play a critical role in enabling successful adoption of enterprise transformation initiatives. This role will partner closely with Senior Transformation Program Business Owners, Program Managers, and...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
05/03/2026  
Claims Adjuster - Associate
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.  Independence Pet Group (IPG),  a subsidiary of IPH, is one of North America’s largest pet insurance and services organizations. Our impressive family of brands (Figo, Felix, ASPCA Pet Health Insurance, Pets Plus Us, and AKC Pet Insurance) supports insurance for more than 1,000,000 pets in the U.S. and Canada...
Pet Partners Pet Insurance Chicago, IL Full Time
Pet Partners Pet Insurance
05/03/2026  
Director, Change Management
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.  Independence Pet Holdings (IPH) is seeking a collaborative, results‑driven Change Management Director to play a critical role in enabling successful adoption of enterprise transformation initiatives. This role will partner closely with Senior Transformation Program Business Owners, Program Managers, and...
Pet Partners Pet Insurance Chicago, IL Full Time
HUB International
05/03/2026  
Senior Manager, Program Management
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 About the Role HUB...
HUB International Chicago, IL Full Time
Independence Pet Group
04/28/2026  
Graphic Designer
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.  Established in 2021 , Independence Pet Holdings (IPH) 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...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
04/28/2026  
Graphic Designer
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.  Established in 2021 , Independence Pet Holdings (IPH) 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...
Pet Partners Pet Insurance Chicago, IL Full Time
Ryan Specialty
04/28/2026  
Lead Business Analyst – Insurity Center of Excellence (CoE)
Position Summary We are seeking a detail‑oriented, collaborative Lead Business Analyst to oversee Insurity C1/SureMGA solution delivery under the CoE. This role will act as the primary liaison between the product owner team, business stakeholders, and configuration development teams—ensuring that C1/SureMGA solutions align with business objectives and are configured to support operational needs effectively. The Lead Business Analyst will report to the Director of the CoE Functional Team. What will your job entail? Key Responsibilities: Understand and document the business objectives of each project, identifying the system requirements to meet those needs. Analyze current business systems and processes to identify opportunities for improvement, automation, or optimization. Elicit, analyze, and validate business requirements from stakeholders, including internal teams and external users. Skilled at converting business requirements into solution designs and...
Ryan Specialty Chicago, IL Full Time
Liberty Mutual
04/21/2026  
Technical Director
Description Position Summary We are seeking a Technical Director in a highly visible role for one of our largest accounts. This position serves as a primary technical advisor and strategic partner to the customer, partnering directly with their Global Health & Safety leaders to identify, quantify, reduce, and eliminate risk across complex logistics operations. The role is central to advancing the Crash Prevention Strategy. This position is work from home, due to the dedicated aspect of the account, but does require up to 30% overnight travel to various customer locations across the U.S. and possible internationally. Position may require occasional early morning, evening, or weekend support based on operational needs. Strategic Impact As a senior technical leader, the Technical Director shapes long-term safety strategy, translates emerging science and technology into actionable solutions, and ensures alignment with Liberty Mutual’s leadership...
Liberty Mutual Chicago, IL Full Time
Huntington
04/20/2026  
Director - Leveraged Finance Execution (HCA)
Description The Director - Leveraged Finance Execution, in conjunction with Huntington’s Capital Markets, Investment Banking and Sponsor Coverage, evaluates credit opportunities, mitigates associated risks, structures, and underwrites financial sponsor and leveraged finance transactions for Huntington’s private equity and corporate clients across multiple specialty industry and client coverage groups, delivering the Bank’s balance sheet capital commitments in support of these transactions. Additionally, as part of the Huntington Capital Advisors (HCA) sub-team, this role will focus on executing transactions for privately held businesses, including founder-owned, family office–owned, and small-cap sponsor-backed companies. Typical client needs include strategic capital solutions such as shareholder lifecycle planning, inorganic growth initiatives, value creation strategies, monetization events, capital raises, and...
Huntington Chicago, IL Full Time

 

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