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Chicago senior employee benefits client consultant

32 senior employee benefits client consultant jobs found in Chicago

HUB International
04/03/2026  
Senior Operations Lead
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 Senior Operations Lead...
HUB International Chicago, IL, USA Full Time
HUB International
04/02/2026  
Sr. Risk Consultant, Enterprise Security Risk Management – Business Continuity Management Systems Specialist
ABOUT US At HUB International, we are a team of entrepreneurs. We believe in empowering our clients, and we do so by protecting businesses and individuals in our local communities. We help businesses evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees. As a global firm, we offer employees resources in both technology and industry expertise, but we still maintain the local flavor of our offices. 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 one of the largest global insurance and employee benefits broker, providing a boundaryless array of property, casualty, risk management, life and health, employee benefits, investment and wealth management products and services. With over 20,000 employees in more than 600 offices throughout North America, HUB has grown substantially, in part due to our industry...
HUB International Chicago, IL, USA Full Time
Brown & Brown
03/01/2026  
Senior Benefits Consultant
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Brown & Brown is seeking a Senior Benefits Consultant to join our growing team! This role blends thought leadership, market strategy, and high‑impact consulting for the purpose of developing new business. You will shape benefits strategies for major employers while driving new business, expanding relationships, and positioning our firm as a trusted advisor in a competitive marketplace. How You Will Contribute:   Strategic Advisory Serve as the lead strategic advisor for large and mid-sized employers, developing multi‑year health & welfare benefits strategies that improve cost, quality, and employee experience. Guide C‑suite leaders on long‑term healthcare strategies and tactics. Provide insights on emerging market trends, regulatory changes, and innovation within benefits, helping clients stay ahead of...
Brown & Brown Chicago, IL, USA Full Time
Origami Risk
02/26/2026  
(Senior) Technical Sales Consultant - Insurance
Overview As a (Senior) Technical Sales Consultant on our Claims team, you will seek to understand detailed customer needs and define how Origami Risk solutions can meet those needs both in RFPs and in person. Technical Sales Consultants are responsible for configuring and presenting complex solution demonstrations and leading technical discussions.    Starting base pay for this role is between $100,000 and $150,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The base pay range is subject to change and may be modified in the future. This role will be eligible for a bonus as well as competitive medical, dental, and vision benefits, wellness reimbursement, life insurance, and a 401(k) with company match. We offer vacation and sick leave benefits (under a flexible time off policy in most states). Responsibilities...
Origami Risk Chicago, IL, USA 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, USA Full Time
Crum & Forster
11/03/2025  
Senior/Executive Risk Consultant - Midwest
Crum & Forster Company Overview Crum & Forster (C&F) , with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A+"(Superior) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry. Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work® Award  for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion. C&F is part of Fairfax Financial Holdings, a global, billion dollar organization.  For more information about Crum & Forster, please visit...
Crum & Forster Chicago, IL, USA Full Time
HUB International
04/07/2026  
Senior Actuarial Consultant
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 Manager,...
HUB International Chicago, IL, USA Full Time
Berkley
04/07/2026  
Underwriter
Company Details       Berkley Accident and Health  is a risk management company that designs innovative solutions to address the unique challenges of each client. With our entrepreneurial culture and a strong emphasis on analytics, we can help employers better manage their risk. We offer a broad range of products, including employer stop loss, benefit captives, provider stop loss, HMO reinsurance, and specialty accident. The key to Berkley’s success is our nimble approach to risk – our ability to quickly understand, think through, and devise a plan that addresses each client’s challenges, coupled with the strong backing of a Fortune 500 company. Our parent company,  W. R. Berkley Corporation , is one of the largest and best managed property/casualty insurers in the United States.   The Company is an equal employment opportunity employer. Responsibilities As an Underwriter, you will seek profitable growth of the...
Berkley Chicago, IL, USA
CNA
04/06/2026  
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.  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. Solid experience in AI/ML and GenAI application development, as well as experience in metrics. Preferred experience with background as SDET or deep experience with Testing tools like Playwright or Cypress etc. JOB DESCRIPTION: Essential Duties &...
CNA Chicago, IL, USA Full Time
CNA
03/31/2026  
Complex Claims Consulting Director - Financial Lines D&O/E&O
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.  “Drive Your Career Forward in a Fast-Paced, Impactful Environment As a recognized senior technical expert, you’ll lead resolution strategies, engage directly with insureds and counsel, and influence outcomes on a national scale. If you're energized by challenge, driven by results, and ready to elevate your career in a role that demands and rewards excellence, this is your next move! This individual contributor role offers a unique opportunity to work alongside senior leadership and operate within the highest levels of authority to manage the most complex, high-stakes Specialty claims. You’ll take ownership of high-severity D&O and E&O matters involving public companies and financial...
CNA Chicago, IL, USA Full Time
CNA
03/31/2026  
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.  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. Solid experience in AI/ML and GenAI application development, as well as experience in metrics. Preferred experience with background as SDET or deep experience with Testing tools like Playwright or Cypress etc. JOB DESCRIPTION: Essential Duties &...
CNA Chicago, IL, USA Full Time
Ryan Specialty
03/26/2026  
Integration Management Office (IMO) Project Manager
Position Summary Ryan Specialty is seeking an Integration Project Manager to join the Integration Management Office (IMO). This person will serve as a project leader, creating value through the successful integration of other firms. This role reports directly to the Director of the IMO and will support cross-functional workstreams, manage integration budgets, drive project governance, and help execute structured, repeatable integration processes that support scalable growth. What will your job entail? Integration Project Management Manage end‑to‑end integration projects across multiple workstreams, ensuring alignment with IMO playbooks, timelines, and success metrics. Coordinate cross-functional teams across Operations, IT, Finance, HR, Legal, Procurement, and business leadership to ensure Day 1 readiness and ongoing execution. Serve as a central point of coordination between workstreams, ensuring interdependencies are recognized and managed. Maintain detailed,...
Ryan Specialty Chicago, IL, USA Full Time
CNA
03/19/2026  
Data Management 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.  The Actuarial Data Management team is seeking an experienced business analyst professional to help deliver innovative data solutions. This role offers the opportunity to apply deep analytical, technical, and business partnership skills while working closely with actuarial and business stakeholders. The successful candidate will collaborate with business partners to analyze complex datasets, create data visualizations, and deliver timely, accurate, and standardized information using enterprise tools and technologies, including the Google Cloud platform and Power BI. The ideal candidate will have a business or data analyst background in Data Management, Actuarial, Finance, or a related field,...
CNA Chicago, IL, USA Full Time
AIG
03/15/2026  
Senior Executive Underwriter - National Accounts, Excess Casualty
Join us as a Senior Executive Underwriter - National Accounts, Excess Casualty to step up to a key team leadership role that will drive business growth. 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 AIG is seeking a Senior Underwriting Specialist, National Accounts Excess Casualty to contribute to their industry leading Excess Casualty underwriting team.  AIG’s strong foundation as the market leader in this area has evolved through its long-term...
AIG Chicago, IL, USA Full Time
HUB International
03/15/2026  
Internal Audit Manager (Integrated and Technology Audit)
ABOUT US At HUB International, we are a team of entrepreneurs. We believe in empowering our clients, and we do so by protecting businesses and individuals in our local communities. We help businesses evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees. As a global firm, we offer employees resources in both technology and industry expertise, but we still maintain the local flavor of our offices. 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 one of the largest global insurance and employee benefits broker, providing a boundaryless array of property, casualty, risk management, life and health, employee benefits, investment and wealth management products and services. With over 20,000 employees in more than 600 offices throughout North America, HUB has grown substantially, in part due to our industry...
HUB International Chicago, IL, USA Full Time
WTW
03/08/2026  
Director, Communication & Engagement Solutions
As an EX Director within our Communication & Engagement Solutions Community, you will help our clients with communication and engagement strategies, HR and reward communication/digital solutions, and will be responsible for seamlessly and intuitively connecting solutions across our EX portfolio – including employee insights (listening/surveys, assessments), strategy and change management, behavior change, communications and employee experience software (Embark). You will be responsible for development and execution of measurable, results-based strategies and related deliverables that support changes and HR programs (including the employee experience, Total Rewards communications, organization transformation, the future of work, AI, wellbeing, benefits and culture). You will be responsible for drawing on your imagination, creativity and exceptional writing skills, as well as your ability to analyze information, develop conclusions and present content through clear, well-written...
WTW Chicago, IL, USA Full Time
Ryan Specialty
03/08/2026  
Senior Accountant, SEC Reporting
Position Summary The Senior Accountant, SEC Reporting, will be a core member of our Controllership team and will be primarily focused on the SEC reporting process, equity-based compensation, and the accounting research associated with these matters. The position requires a high level of collaboration, working cross-functionally with Legal, Tax, FP&A, Investor Relations, and external partners to ensure sound compliance and reporting. This position reports to the Manager of SEC Reporting and will work closely with the Controllership Accounting and Reporting team. What will your job entail? Essential Functions: Assist in the coordination and preparation of quarterly reports (10-Q), annual reports (10-K), current reports (8-K), and other SEC filings as needed Review supporting documentation and prepare the tie-out of the financial statements and footnotes Complete the accounting and related financial reporting for various equity-related transactions, including...
Ryan Specialty Chicago, IL, USA Full Time
Travelers
03/06/2026  
Senior Risk Control Account Consultant
Who Are We? Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it. Job Category Risk Control Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program,...
Travelers Chicago, IL, USA Full Time
Ryan Specialty
03/05/2026  
Treasury and Finance Analyst
Position Summary The Treasury and Finance Analyst is responsible for managing and analyzing financial activities within the organization. This includes cash management, financial planning, budgeting, and risk management. The role requires strong analytical skills, attention to detail, and a deep understanding of financial markets. What will your job entail? Essential Duties and Responsibilities Prepare cash, investment income, and interest expense forecasts for both domestic and international business units and perform periodic budget to actual analysis Assist in producing cash flow statements given a P&L and balance sheet Act as primary financial modeler with the company’s consolidation system, Workday Adaptive Planning Participate in the annual budgeting process Develop financial models and presentations to assist ad-hoc projects including capital raises and equity offerings Prepare schedules and debt calculations to support the Company’s...
Ryan Specialty Chicago, IL, USA Full Time
Ryan Specialty
02/28/2026  
Product Development Manager
Position Summary The Product Development Manager is responsible for developing and implementing the strategy for technology products, operational efficiencies and AI priorities within the specialty insurance and MGU segments. The role drives innovation, establishes KPIs, provides regular updates to senior management, engages with stakeholders across technology, operations, finance and other internal and external partners, and develops training materials on new technology products. They lead a collaborative team of product development professionals overseeing design, requirements, and end-to-end product management following SDLC best practices. What will your job entail? Job Responsibilities: Leads and manages a team of product development professionals—including product managers, analysts, and specialists—while fostering a collaborative and innovative culture that drives the successful delivery of new insurance product initiatives. Partners with Project Management,...
Ryan Specialty Chicago, IL, USA Full Time

 

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