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Illinois 140
Chicago Full Time senior benefits analyst

140 senior benefits analyst jobs found in Chicago

Acrisure
04/11/2026  
Analyst, Treasury & Capital Markets
Job Description Analyst, Treasury & Capital Markets About Acrisure A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. Job Summary Acrisure is seeking an Analyst to join the Treasury & Capital Markets team. The ideal candidate in this role is a versatile, self-starter with strong technical expertise (e.g., financial modeling,...
Acrisure Chicago, IL, USA Full Time
HUB International
04/11/2026  
Senior Financial Analyst
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 one of the largest global insurance and employee benefits brokers, 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 nearly 20,000 employees across 600 offices throughout North America, HUB has grown substantially, in part due to our industry-leading success in mergers and acquisitions. POSITION SUMMARY The   Senior...
HUB International Chicago, IL, USA Full Time
HUB International
04/11/2026  
Senior Workday HRIS Analyst
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 more than 19,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. Overview of Position: The Senior HR Tech...
HUB International Chicago, IL, USA Full Time
CNA
04/10/2026  
LTC Senior Operations 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.  CNA’s Long Term Care (LTC) business unit isn’t your typical slow moving insurance company; we have the resources of a large company behind us and operate with a start-up mindset. With a team of 50 across multiple insurance disciplines of Operations, Claim, Anti-Fraud, Finance, Actuarial and Data Management, we move quickly and have a clear line of sight into how we make an impact. With approx. $13B in reserves serving 300K policyholders, CNA’s LTC business is an important strategic priority for CNA. The LTC Senior Operations Analyst position is part of the Vendor Management and Operations department within LTC and is responsible for operational guidance and strategic oversight of third...
CNA Chicago, IL, USA Full Time
CNA
04/07/2026  
Senior Reinsurance Claims 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 Profile Summary The Facultative Reinsurance Analyst position is part of our Corporate Reinsurance organization, CNA’s reinsurance operations group, specifically situated within the Facultative Premium and Claims Team. The ideal candidate will perform a variety of tasks including premium reconciliation, claims and data reporting and mailbox distribution. They will exhibit prior experience with data management, financial reconciliations, insurance/reinsurance, and/or claims management. The individual will have the opportunity to collaborate with both external markets and internal business units such as Claims, Underwriting, and Business Solutions. JOB DESCRIPTION: Essential...
CNA Chicago, IL, USA Full Time
CNA
04/07/2026  
Senior Financial Analyst - Treasury Capital Markets
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 The Senior Financial Analyst position is part of CNA’s Investments & Treasury Division. This division is responsible for managing the firm's bank relationships and cash management activities, as well as trade settlement, analysis, accounting and reporting for the firm's $40+ billion investment portfolio. This role offers an opportunity to collaborate across the division and with various business units outside of Investments & Treasury including our banking partners and portfolio managers to align strategic initiatives with daily activities. JOB DESCRIPTION: Essential Duties & Responsibilities may include: Assist with execution of the global...
CNA Chicago, IL, USA Full Time
Dual North American - Howden Group Holdings
04/02/2026  
Sr. Technical Product Owner
At DUAL North America, our core values dictate how we live and work. We are a group with independence and people at its heart and we are a home for talent with a unique culture: the biggest small company in the world. The focus on being a People First business has always been at the very heart of the Group; Our vision was to create an independent business with a unique culture and one that would survive and thrive as a business controlled by the people working for it. And finding the most talented and entrepreneurial people to join the Group has been and will continue to be key. DUAL North America, Inc. is seeking a Sr. Technical Product Owner Classification: (Exempt/Full-time) Reports to: AVP, IT Process Transformation Travel: 0-10% Salary: $125,000.00- $155,00.00 Location: Untied States, Remote/Hybrid Role overview Dual North America is seeking a highly skilled Senior Technical Product Owner with deep expertise in insurance underwriting and rating...
Dual North American - Howden Group Holdings Chicago, IL, USA Full Time
Ryan Specialty
04/02/2026  
Senior Actuarial Analyst
Position Summary As a Senior Actuarial Analyst on the Ryan Specialty Underwriting Managers Pricing team, you will play a critical role in advancing rating tools, portfolio analysis & management, and technical pricing within a collaborative, fast-paced environment. You will get exposure to a diverse set of products and lines of business. This position requires significant collaboration with various stakeholders, including underwriters, actuaries, CAT analysts and IT teams. What will your job entail? Job Responsibilities Assist in developing pricing strategies, ensuring rates align with risk, growth and profitability goals, regularly sharing data-driven insights with leaders. This can include performing segmentation analysis, predictive analytics, industry benchmarking, and more. Provide portfolio management analytics and recommendations to business units, with guidance and support from other actuaries. This includes monitoring the performance of the book and...
Ryan Specialty Chicago, IL, USA Full Time
CNA
04/01/2026  
Senior Reinsurance 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 The Reinsurance Senior Analyst supports the day to day execution of ceded reinsurance operations, with a focus on group captive administration, reinsurer audit preparation and support, and ProCede based reporting and analytical deliverables that support business partners across the reinsurance lifecycle. The role performs detailed analysis and validation of reinsurance activity, reconciles results to contractual terms, and produces clear, timely reporting to support financial reporting and operational decision making. In close partnership with key stakeholders—including Underwriting, Actuarial, Accounting/Finance, Technology, Reinsurance Operations, and external reinsurance...
CNA Chicago, IL, USA Full Time
HUB International
03/26/2026  
Senior 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 450 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...
HUB International Chicago, IL, USA Full Time
CCC Intelligent Solutions
03/20/2026  
Senior Financial Analyst
Salary range is: $84,723.57 - $110,000.00 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 Our CCC FP&A team is looking for a Senior Financial Analyst to join the team! In this role, you will support financial planning, forecasting, and...
CCC Intelligent Solutions 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
Acrisure
03/11/2026  
Senior Manager Sales Commissions Operations
Job Description About Acrisure A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. About the Role The Sr. Manager, Sales Commissions Operations is a key leadership role responsible for building, scaling, and leading a newly established Sales Commissions Operations function. This role oversees the full operational lifecycle of monthly and...
Acrisure Chicago, IL, USA Full Time
Allstate
03/09/2026  
Associate, Opportunistic, Strategic Ventures
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 This role offers a unique opportunity to gain diverse experience across two dynamic areas within Allstate Investments: Strategic Ventures and Opportunistic Investments. Participants will develop a broad skill set in research, financial analysis, investment strategies, and deal structuring, while building valuable networks within the industry. This program is ideal for those looking to accelerate their career growth, gain exposure to different facets of the business, and contribute to strategic initiatives that drive Allstate's success....
Allstate Chicago, IL, USA Full Time
Ryan Specialty
03/08/2026  
Senior Digital Solution Analyst
Position Summary The Senior Digital Solution Analyst is responsible for collaborating with business stakeholders to gather and document detailed requirements, creating comprehensive system design specifications for new systems or enhancements. The role conducts system audits, utilizes advanced analytics to identify opportunities for enhancing scalability and efficiency within the IT infrastructure. They evaluate emerging technologies, providing recommendations for adoption to elevate the organization's technological capabilities, and lead the development of disaster recovery plans and backup strategies for critical systems and data. What will your job entail? Job Responsibilities: • Collaborates with business stakeholders to understand and document detailed business requirements for new systems or enhancements. • Develops comprehensive system design specifications based on gathered requirements. Performs data analysis to support business decisions, ensuring data...
Ryan Specialty Chicago, IL, USA Full Time
Ryan Specialty
03/06/2026  
Senior HRIS Analyst
Position Summary The Senior HRIS Analyst reports to the HRIS Manager and collaborates with the HR leadership team and others in the organization to seek out opportunities for process improvement, automation, and enhancing the overall user experience. This role is responsible for building and maintaining Workday configuration and system administration. This role partners with HR process owners and cross-functional teams to analyze work process design and flow, improve processes, and leverage the return on technological capabilities. What will your job entail? Job Responsibilities: Configure and optimize Workday, focusing on Recruiting and Talent Management, and other modules as needed. Provide day-to-day Workday system support, including researching, troubleshooting, recommending solutions, and resolving issues. Collaborate and communicate effectively with Global business stakeholders on Workday and HR Technology project planning, execution and delivery....
Ryan Specialty 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
BP&C, Shared Services Inc. (American National & Argo Group)
03/03/2026  
Sr. Reinsurance Analyst
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...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL, USA Full Time
HUB International
02/26/2026  
TBM Senior Planning Analyst
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 TBM Planning Analyst We are hiring a...
HUB International 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

 

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