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Chicago benefits liaison

22 benefits liaison jobs found in Chicago

Ascot Group
08/22/2026  
Data Governance Lead
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 exists...
Ascot Group Chicago, IL Full Time
CNA
08/22/2026  
Financial Systems Advisory - Senior Analyst
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.  Job Summary Financial Systems Governance (FSG) is responsible for driving efficient operations through innovative use of our financial technology to help strengthen our financial position. The primary role for this team is to ensure effective and efficient management of our financial systems, which includes system configuration for Workday and Cadency, security and reports configuration, Adaptive integrations support, and ensure high-quality financial governance and controls that safeguard the company. The team also serves as a liaison between Finance system end users and our IT partners (internal and external).    The Financial Systems Advisory Senior Analyst is an individual...
CNA Chicago, IL Full Time
HUB International
08/16/2026  
Executive Assistant (Human Resources and Legal)
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 SUMMARY The Executive Assistan t provides high-level...
HUB International Chicago, IL Full Time
CNA
08/14/2026  
Underwriting Associate - National Accounts Property, Risk Management
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.  JOB DESCRIPTION: Joining the National Accounts Property team as an Underwriting Associate, you will be responsible for underwriting risk for the underwriting lifecycle both renewal and new business within limited authority.  You will partner with Underwriters as well as maintain branch and broker relationships on all aspects of the Underwriting function including providing the necessary information to allow the Underwriter to make prudent underwriting decisions.  This hybrid position works 2 – 3 days per week from any of the following offices: Chicago, Denver, Dallas, or Atlanta. Job Description Performs a combination of duties in accordance with departmental guidelines: 1....
CNA Chicago, IL Full Time
HUB International
08/07/2026  
Account Manager - Employee Benefits
About HUB In a rapidly changing world, HUB advises businesses and individuals on how to prepare for the unexpected. As one of the world’s largest insurance brokers, our focus is dedicated to providing our customers with the peace of mind that what matters most will be protected — through unrelenting advocacy and tailored insurance solutions that put our clients in control. Our growing team of professionals across North America represents a broad, deep and one-of-a kind aggregation of entrepreneurs and leaders recognized for their excellence throughout the insurance community. Why Choose HUB? Throughout our network of more than 600 HUB offices in North America, we offer a competitive, exciting and friendly work environment that strategically positions our employees for longevity and success. At HUB, we believe in investing in the future of our employees, and provide continuous opportunities for growth and development. Our entrepreneurial culture fosters an environment that...
HUB International Chicago, IL Full Time
AXIS
08/06/2026  
Specialty A&H Underwriter
This is your opportunity to join AXIS Capital – a trusted global provider of specialty lines insurance and reinsurance.  We stand apart for our outstanding client service, intelligent risk taking and superior risk adjusted returns for our shareholders. We also proudly maintain an entrepreneurial, disciplined and ethical corporate culture.  As a member of AXIS, you join a team that is among the best in the industry. At AXIS, we believe that we are only as strong as our people. We strive to create an inclusive and welcoming culture where employees of all backgrounds and from all walks of life feel comfortable and empowered to be themselves. This means that we bring our whole selves to work.  All qualified applicants will receive consideration for employment without regard to any protected characteristic, including age, color, disability, ethnicity, gender identity, marital status, national origin, pregnancy, race, religion, sex, sexual orientation, veteran status, or...
AXIS Chicago, IL Full Time
Ryan Specialty
08/01/2026  
Inside Broker
RT Specialty, a division of Ryan Specialty, is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. Position Summary The Inside Broker is responsible for assisting the Professional Liability Broker in developing, managing, and sustaining profitable business by providing high level technical expertise. The role is responsible for managing a broker’s book of business in-house using deep knowledge of initial risk assessments to secure the best coverage and place it smoothly in the right market. They provide customer service, resolve client inquiries through efficient communication, and process routine and complex transactions accurately. What...
Ryan Specialty Chicago, IL Full Time
RLI
07/27/2026  
IT Director - AI
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
07/25/2026  
Change Manager
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 OVERVIEW As a member of the Change Enablement team within the...
HUB International Chicago, IL Full Time
Applied Systems
07/22/2026  
Senior Service Desk Technician, Executive Support
Job Description ICIMS Default: Senior Service Desk Technician, Executive Support ICIMS Default: Chicago, IL   Team: Corporate IT Salary Range: USD 60,000- USD 85,000 Location: Chicago, IL   LOCATION : This position operates in a hybrid model with regular in-office collaboration days from our Chicago office.   Opportunity for Impact Applied is where insurance technology gets reinvented, and we build it fast. Our cloud software and AI-powered solutions reach thousands of agencies and brokers worldwide, setting the pace for what modern insurance can do.   We’re looking for a Senior Service Desk Technician, Executive Support to join our Corporate IT team. The Senior Service Desk Technician serves as a technical lead and primary escalation point for the Service Desk team. This role is responsible for handling complex L2 incidents, mentoring junior technicians, and driving process improvements within the...
Applied Systems Chicago, IL
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
CNA
07/10/2026  
Leave & Employee Relations Senior 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 Leave & Employee Relations Senior Consultant operates within the Employee Relations function and serves as a subject matter expert in leave administration. This role provides advanced consultation and oversight for complex and high-risk leave and accommodation cases, while working cross-functionally with the Leave Administration team and partnering with HR Business Partners, and business leaders. In addition to core leave responsibilities, this role may support broader employee relations related matters and contribute to cross-functional initiatives, based on business needs and priorities. JOB DESCRIPTION: Essential Duties & Responsibilities Serve as an escalation...
CNA Chicago, IL Full Time
Berkley
06/30/2026  
Sr. Production Underwriting (Remote)
Company Details Berkley Human Services, a Berkley Company, is devoted to meeting the needs of Human Services Organizations. Our insurance policies are written through our Berkley affiliates, each of which is rated A+ (Superior) by A.M. Best Company with a Financial Category of XV.   We offer property and casualty coverages designed for the unique operational aspects of social service organizations. Our Human Services Program dates back to 1989, and has continuously evolved to meet the unique needs of the market we serve. We insure both nonprofit and for-profit social service organizations, such as child daycare, sheltered workshops, group homes, senior citizen centers, senior independent living, schools, counseling services, YMCAs, YWCAs, and Boys & Girls Clubs   Company URL: https://www.berkleyhumanservices.com/                     For highly qualified candidates who are not located within a 50-mile radius of the Minneapolis or Chicago...
Berkley Chicago, IL
BP&C, Shared Services Inc. (American National & Argo Group)
05/19/2026  
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
WTW
05/12/2026  
Director, Digital Advisory Solutions Seller
The Role This role sits within the Work & Rewards business and focuses on understanding customer needs and pain points to demonstrate the value and benefits of our advisory products and solutions. This role is pivotal in bridging the gap between our clients, advisory consultants, and internal product teams. It plays a critical role in the sales process by delivering compelling, customized product demonstrations and translating complex technical capabilities into clear business value that meets customer- specific requirements.  The Responsibilities Solution Design & Communication ​ Translate complex compensation and HR technology capabilities into clear, compelling business value propositions. ​ Collaborate with internal teams to design and present solutions that meet client requirements and strategic goals. ​ Cross-Functional Collaboration ​ Serve as a liaison between clients, advisory consultants, product development/ enhancement/...
WTW Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
04/22/2026  
Sr. Reinsurance Accountant
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): Sr. Reinsurance Analyst  Employment Type: Full-Time  FLSA Status: Exempt  Location: In-Office  Summary:    The Senior Reinsurance Analyst is responsible for the accurate and timely accounting, analysis, and reporting of reinsurance activity in compliance with GAAP, statutory requirements, and Sarbanes-Oxley controls, supporting the monthly, quarterly, and year-end close processes. The role serves as the primary point of contact for intermediaries, reinsurers, auditors, and internal stakeholders, managing reinsurance reporting, claim communications, coverage inquiries, and collections while preparing...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Independence Pet Group
04/08/2026  
Sr Director of Technology Delivery
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.  Key Responsibilities   Technology Delivery Leadership Enhance and optimize Agile delivery processes, governance, and release management. Drive predictable, high‑quality execution of technology initiatives across teams. Translate company goals into technical roadmaps, release schedules, and...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
04/08/2026  
Sr Director of Technology Delivery
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.  Key Responsibilities   Technology Delivery Leadership Enhance and optimize Agile delivery processes, governance, and release management. Drive predictable, high‑quality execution of technology initiatives across teams. Translate company goals into technical roadmaps, release schedules, and...
Pet Partners Pet Insurance Chicago, IL Full Time
Dual North American - Howden Group Holdings
08/22/2026  
Broker Associate Casualty
Who are we? Howden is a global insurance group with employee ownership at its heart. Together, we have pushed the boundaries of insurance. We are united by a shared passion and no-limits mindset, and our strength lies in our ability to collaborate as a powerful international team comprised of 24,000 employees spanning over 56 countries. People join Howden for many different reasons, but they stay for the same one: our culture. It’s what sets us apart, and the reason our employees have been turning down headhunters for years. Whatever your priorities – work / life balance, career progression, sustainability, volunteering – you’ll find like-minded people driving change at Howden. Role: Broker Associate, Casualty  Location: Hybrid out of Chicago, IL   Who are we?        Howden is a collective – a group of talented and passionate people all around the world. Together, we have pushed the boundaries of insurance. We are united by a...
Dual North American - Howden Group Holdings Chicago, IL Full Time
Dual North American - Howden Group Holdings
08/22/2026  
Vice President - Broker
Who are we? Howden is a global insurance group with employee ownership at its heart. Together, we have pushed the boundaries of insurance. We are united by a shared passion and no-limits mindset, and our strength lies in our ability to collaborate as a powerful international team comprised of 24,000 employees spanning over 56 countries. People join Howden for many different reasons, but they stay for the same one: our culture. It’s what sets us apart, and the reason our employees have been turning down headhunters for years. Whatever your priorities – work / life balance, career progression, sustainability, volunteering – you’ll find like-minded people driving change at Howden. Role: Vice President, Broker Location: Hybrid out of Chicago, IL   Who are we?        H owden is a collective – a group of talented and passionate people all around the world. Together, we have pushed the boundaries of insurance. We are united by a...
Dual North American - Howden Group Holdings Chicago, IL Full Time

 

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