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Illinois 33
Chicago employee benefits representative

33 employee benefits representative jobs found in Chicago

Sedgwick
05/25/2026  
Disability Representative Sr.
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Disability Representative Sr. Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:       Cedar Rapids, IA   : 333 1 st   Street SE Ste. 200 Cedar Rapids IA 52401   Chicago, IL :   175 W. Jackson Blvd. 12th Fl. Chicago IL 60604   PRIMARY PURPOSE : Provides disability case management and complex claim determinations based on medical...
Sedgwick Chicago, IL
HUB International
04/29/2026  
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 Full Time
Liberty Mutual
04/15/2026  
Executive Underwriter, Cyber Technology Errors & Omissions
Description Ironshore’s Cyber Retail team is seeking an experienced underwriter to support a growing retail portfolio focused on Primary Cyber, Tech E&O, and related cyber liability products. This role underwrites SME, middle‑market, and select large‑complex risks placed through retail brokers in the Midwest.  The ideal candidate has strong retail broker relationships, takes initiative to source and develop new submissions, and can independently underwrite accounts across a range of sizes and complexities while maintaining consistent underwriting discipline and portfolio-focused decision-making.   Responsibilities   Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to develop and underwrite profitable business, acting as a representative for Liberty. Has relationships with senior/market-leading brokers and/or key agents. Maintains a strong market presence, including established relationships with agents...
Liberty Mutual Chicago, IL Full Time
Allstate
04/11/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
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 Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home call...
Allstate Chicago, IL Full Time
Liberty Mutual
04/08/2026  
Executive Underwriter, Wholesale Miscellaneous Professional Liability
Description Executive Underwriter — Miscellaneous Professional Liability: Acts as the leading technical authority for Miscellaneous Professional Liability (MPL) across an aligned wholesale territory, working independently and autonomously subject to required process oversight. Serves as the go‑to advisor on MPL coverage, exposures and wordings for colleagues across the segment, including senior underwriting leaders. Underwrites MPL policies within delegated authority, making acceptance and declination decisions based on analytical, data‑driven assessment of submitted information and pricing the risk appropriately. Typical exposures include E&O claims for consultants, IT/service providers and other non‑class specific professionals, media/communications risks, and other miscellaneous advisory or service professions. Where applicable, may be responsible for setting the business plan and portfolio strategy for the MPL book in their territory. Responsibilities...
Liberty Mutual Chicago, IL Full Time
Allstate
03/31/2026  
Licensed Insurance Sales Representative (Remote / Home-Based)
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 Allstate’s sales organization is growing its virtual workforce, and we are looking for highly motivated individuals that thrive in a fast-paced sales environment and enjoy being rewarded for their efforts. At Allstate, we are committed to offering a reputable product suite that protects people from life’s uncertainties so they can realize their hopes and dreams. As a full-time Insurance Sales Representative, you will: Engage with active insurance shoppers via inbound/outbound calls, live chat, SMS, and more in a work from home...
Allstate Chicago, IL Full Time
Liberty Mutual
03/19/2026  
Senior Underwriter, Middle Market Multi-Industry
Description We are seeking an experienced Middle Market Senior Underwriter to underwrite commercial property & casualty risks in the middle market segment. As an individual contributor, you will make analytical, data-driven underwriting decisions within delegated authority, with limited guidance from leadership. You will evaluate and price moderately complex to complex accounts (including high individual line sizes and unusual exposures in parts of North America), manage broker and client relationships, and help shape product and portfolio strategy for your line of business. To be considered for this role, candidates must reside within the specified geographic location. This position requires regular in-person visits with local brokers and agents, so remote hires outside the designated territory cannot be accommodated. Key Responsibilities Underwrite middle market commercial accounts within assigned authority by assessing submissions, reviewing...
Liberty Mutual Chicago, IL Full Time
Sedgwick
02/08/2026  
Disability Representative Sr
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Disability Representative Sr Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:       Chicago, IL :   175 W. Jackson Blvd. 12th Fl. Chicago IL 60604   PRIMARY PURPOSE : Provides disability case management and complex claim determinations based on medical documentation and the applicable disability plan interpretation including determining benefits due...
Sedgwick Chicago, IL
Sedgwick
01/25/2026  
Disability Representative
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Disability Representative Disability Representative Our teams thrive together! We collaborate in person and embrace a flexible hybrid work style. To join us, you’ll need to live near our dynamic Center of Excellence📍 Chicago, IL 175 W. Jackson Blvd. 12th Fl. Chicago IL 60604. ✨ What we offer: A stable, consistent work environment —both in-office and virtual A comprehensive training program to help you support employees and customers from some of...
Sedgwick Chicago, IL Full Time
Acrisure
01/11/2026  
Field Sales Representative
Job Description About Auris Auris is the payroll and HR partner built for small and medium-sized business who can’t afford to get it wrong. Trusted by over 50,000 business nationwide, Auris pairs easy-to-use technology with real human services to give leaders the confidence that every detail is done right - so they can focus on growing their team and their business. Acquired by Acrisure in 2025, Auris formerly Heartland Payroll is accelerating its vision to deliver seamless human-centered technology to help small businesses thrive. Job Summary Responsible for prospecting and running Auris Payroll presentations both in person and over the phone to small and mid-sized merchants and businesses to ultimately close deals within a fast sales cycle. As a Field Sales Representative you will report to a Payroll Division Manager and receive coaching from a Territory Manager. Activities include explaining our value proposition to clients via Atlas CRM, upselling current...
Acrisure Chicago, IL
HUB International
05/28/2026  
Account Coordinator - Commercial Lines
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 550 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...
HUB International Chicago, IL Full Time
Guardian
05/22/2026  
Sales Analyst, Premier Market
As the Sales Analyst - Premier Markets, your primary responsibility is to act as the designated Field resource to support Sales Representatives and the Client Management team in the 2-1999 market within the Group Benefits Sales Team.  You will be accountable for following all (SOPs) Standard Operating Procedures for the RFP and New Business/Add Issue submission processes.  A successful Sales Analyst must demonstrate strong product / business knowledge, collaboration / communication skills, project management and the ability to perform tasks using technology and systems utilized within Guardian (Outlook, Salesforce, CPS, Excel, Adobe, SharePoint, Access, etc.). The position must balance the needs of the clients with those of the business and respond to customer inquiries with the objective of selling new business, ensuring that client satisfaction, accuracy, competitiveness, and profitability are achieved.  Additional major responsibilities include negotiations...
Guardian Chicago, IL Full Time
CRC Group
05/22/2026  
Associate Underwriter
The position is described below. If you want to apply, click the Apply button at the top or bottom of this page. You'll be required to create an account or sign in to an existing one. If you have a disability and need assistance with the application, you can request a reasonable accommodation. Send an email to Accessibility (accommodation requests only; other inquiries won't receive a response). Regular or Temporary: Regular Language Fluency:  English (Required) Work Shift: 1st Shift (United States of America) Please review the following job description: Supports Underwriter with all job functions and often performs some duties on behalf of the Underwriter. Underwrites new and renewal business, approves policy changes, maintains workload and controls written business up to and including the time of binding according to company guidelines and established CRC procedures without direct supervision on each item. ESSENTIAL DUTIES AND...
CRC Group Chicago, IL Full Time
CRC Group
05/22/2026  
Associate Broker
The position is described below. If you want to apply, click the Apply button at the top or bottom of this page. You'll be required to create an account or sign in to an existing one. If you have a disability and need assistance with the application, you can request a reasonable accommodation. Send an email to Accessibility (accommodation requests only; other inquiries won't receive a response). Regular or Temporary: Regular Language Fluency:  English (Required) Work Shift: 1st Shift (United States of America) Please review the following job description: The Associate Broker supports lead brokers on existing accounts while also developing producer-level technical expertise on their own book. This role serves as an intermediary between agents and insurance carriers, contributing to business development, coverage placement, and client servicing. The core function of this role centers on learning deal execution, building relationships, and progressively...
CRC Group Chicago, IL Full Time
MSIG North American
05/21/2026  
Underwriting Assistant
MSIG USA continues to grow!  Company Overview: MSIG USA is the US-based subsidiary of  MS&AD Insurance Group Holdings, Inc. , one of the world’s top P&C carriers and a global Class 15 insurer, with A+ ratings and a reach that spans 40+ countries and regions. Leveraging our 350-year heritage, MSIG USA brings the financial strength, expertise, and global footprint to offer commercial insurance solutions that address your business’s unique risks. Summary/Job Purpose: Responsible for supporting the underwriting process for property coverages. Under minimal supervision provide technical underwriting and administrative support for assigned new and renewal accounts. Including but not limited to collecting data, account setup, rating, producing quotes and binders, issuing policies and endorsements. Proactively assist in ensuring the underwriting process is handled efficiently and accurately. Provide Underwriters with required reports and analysis....
MSIG North American Chicago, IL Full Time
CNA
05/21/2026  
Complex Claims Consultant - Medical Malpractice
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 is a market leader in insuring Allied Healthcare Providers, including nurses, nurse practitioners, physical therapists, counselors, pharmacists, massage therapists and more than 100 other categories of medical service providers. This role will support the business and interact with these key customers. In this Medical Malpractice focused Complex Claims Consultant position, you will be responsible for the overall investigation, management and resolution of Allied Healthcare Provider claims in multiple states within your assigned jurisdiction including matters involving nurses, therapists, counselors or other healthcare provider or facility insureds. Recognized as a technical expert in...
CNA Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
05/15/2026  
Business Applications SME – Commercial P&C AMS, Automation & Application Governance
Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 3,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're looking for in your next career? Then consider joining our...
EPIC Insurance Brokers & Consultants Chicago, IL
HUB International
05/03/2026  
Assistant Vice President, Business Development Manager, Commercial Insurance
Specialty Programs Group – Transportation (SPGT) is seeking the position of Assistant Vice-President of Business Development. This position is looking for a self-motivated individual with a strong knowledge of insurance, wholesale and retail distribution, and marketing.  Responsible for managing and executing each assigned specialty segment strategy for distribution excellence for your designated geography. At the same time continue to build each brand, leading to increased industry recognition, revenue, relevance, and respect amongst our target audience: agents, brokers, carriers, and employees. Support the operating, financial and strategic goals for all SPGT Divisions in collaboration with the respective leaders. Key Areas of Responsibility: Insurance Product Line Responsibility: Represent all SPGT Divisions, products and services to all sizes of 3rd party insurance distributors, in the assigned geography, to drive profitable growth.  New Relationships - Sales...
HUB International Chicago, IL Full Time
HUB International
05/03/2026  
Assistant Vice President, Business Development, Commercial Insurance
Specialty Programs Group – Transportation (SPGT) is seeking the position of Assistant Vice-President of Business Development. This position is looking for a self-motivated individual with a strong knowledge of insurance, wholesale and retail distribution, and marketing.  Responsible for managing and executing each assigned specialty segment strategy for distribution excellence for your designated geography. At the same time continue to build each brand, leading to increased industry recognition, revenue, relevance, and respect amongst our target audience: agents, brokers, carriers, and employees. Support the operating, financial and strategic goals for all SPGT Divisions in collaboration with the respective leaders. Key Areas of Responsibility: Insurance Product Line Responsibility: Represent all SPGT Divisions, products and services to all sizes of 3rd party insurance distributors, in the assigned geography, to drive profitable growth.  New Relationships - Sales...
HUB International Chicago, IL Full Time
Country Financial
04/29/2026  
Auto Service Appraiser Sr- Chicago, Illinois
Experience more with a career at COUNTRY Financial! We’re excited you’re interested in a career at COUNTRY as we strive toward our vision - to enrich lives in the communities we serve. Our footprint spans coast to coast. But more important than where we operate, is the people who do the work. Apply today to help our organization grow and make a difference for our clients. About the role - Reviews photos and prepares written estimates in accordance with applicable policy coverage. - Audits/reviews body shop and independent appraiser estimates, supplements and subrogation documentation relative to claims guidelines and procedures. - Communicates all information obtained to involved parties, negotiates and settles claims within prescribed authority. -Maintains professional working relationships with body shops, vendors and internal customers. -Typically requires 7+ years of relevant experience or a combination of related experience, education and training. How...
Country Financial Chicago, IL Full Time

 

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