InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Refine by Job Type
Full Time 51
Refine by State
Illinois 55
Chicago benefits specialist

55 benefits specialist jobs found in Chicago

WTW
04/11/2026  
Associate Client Advocate
Company Description WTW is a leading global advisory, broking and solutions company that helps clients around the world turn risk into a path for growth. With roots dating to 1828, WTW has 40,000 employees serving more than 140 countries. We design and deliver solutions that manage risk, optimize benefits, cultivate talent, and expand the power of capital to protect and strengthen institutions and individuals. Our unique perspective allows us to see the critical intersections between talent, assets and ideas – the dynamic formula that drives business performance. Together, we unlock potential. Learn more at  wtwco.com . Description The Associate Client Advocate (ACA) client-facing functions utilizing the colleague’s advanced skills in Commercial Property and Casualty Insurance and is responsible for a blend of internal delivery activities. The ACA is responsible for supporting client relationships, strategy development, and execution at the insurance program level....
WTW Chicago, IL, USA Full Time
Sedgwick
04/11/2026  
Advocacy Coordination Team Specialist
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 Advocacy Coordination Team Specialist Our teams connect! We collaborate onsite and have a hybrid work arrangement. All candidates must live near one of our centers of excellence:      Dubuque, IA   : 4141 Westmark Drive, Dubuque, IA 52002  Cedar Rapids, IA : 333 1st Street SE Ste. 200 Cedar Rapids IA 52401  Coralville, IA:  3273 Ridgeway Drive Coralville IA 52241  Dublin, OH : 5500 Glendon Court Dublin OH 43016  New Albany, OH : 7795 Walton...
Sedgwick Chicago, IL, USA
QBE
04/11/2026  
AVP, Underwriting - Life Sciences
Primary Details Time Type: Full time Worker Type: Employee The Opportunity: The purpose of this role is to develop and execute channel strategic plans while providing expert technical guidance on a range of products to intermediaries and clients. This role involves overseeing underwriting activities and managing the profitability of QBE's Life Sciences products. •        Location: Preferably Chicago, IL but open to other locations as well •        Work Arrangement: hybrid or remote working expectations •         The starting salary for this role is between $144,000.00 and $237,500.00 The Opportunity Evaluate risk for new business & renewals to ensure profitable growth. Actively keep abreast of market dynamics and demonstrate market cycle awareness. Provide senior technical and specialist product expertise to corporate intermediaries/clients. Ensure ongoing personal technical development to achieve the ideal DAL state....
QBE Chicago, IL, USA Full Time
CNA
04/07/2026  
Underwriting Specialist - Cyber
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.  Under technical direction, responsible for underwriting risks in a book of business for Cyber Insurance. Works within specific limits of authority on assignments requiring significant technical complexity and coordination. Utilizes underwriting policies and guidelines, rating manual rules and insurance laws and regulations. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Reviews applications and financial requirements for risks requiring complex underwriting skills. Determines acceptability of risk in accordance with company guidelines and standards. Also, determines the need for additional...
CNA 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
Ascot Group
03/27/2026  
Operations Technical Specialist, Alternative Risk Solutions
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: One Ascot. 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 unique Fusion Model: Client Centric, Risk Centric, Technology Centric. Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world class service — both pre- and post-claims. Ascot...
Ascot Group Chicago, IL, USA Full Time
CNA
03/27/2026  
Claims Specialist (Surety)
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.  A Surety Claims role, and under technical direction, investigates and maintains commercial surety bond claims. Works within specific limits of authority on assignments of significant technical complexity matters. Utilizing claims policies and guidelines, reviews bond coverages, determines liability and compensability, secures documentation and information, and negotiates and settles claims. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Interprets commercial surety bond coverages and determines if coverages apply to claims submitted, escalating issues as needed. Sets activities, reserves and...
CNA Chicago, IL, USA Full Time
CNA
03/24/2026  
Underwriting Specialist (Underwriting Hub)
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: Under technical direction, responsible for underwriting risks in a book of business. Works within specific limits of authority on assignments requiring significant technical complexity and coordination. Utilizes underwriting policies and guidelines, rating manual rules and insurance laws and regulations.    This Underwriting Specialist position is part of the Underwriting Hub—a growing team designed to provide expanded underwriting capabilities for the organization. We will elevate underwriting excellence through streamlined processes, strategic focus, and collaborative growth that enables our field underwriting teams to deepen agent and broker engagement and drive...
CNA Chicago, IL, USA Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
03/22/2026  
Underwriting Technical Specialist, Primary Casualty
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description A Brief Overview Argo Group currently has a challenging opportunity for an Underwriting Technical Specialist, Primary Casualty to join our team. The primary purpose of this position is to actively participate in the production underwriting, marketing, and processing of assigned lines of business. May have responsibility over an assigned region or niche area. The role will work onsite (5 days per week) at our Chicago office location. The primary duties and responsibilities of the role are: Actively participate in the achievement of monthly and annual profitability and production goals and objectives for assigned...
BP&C, Shared Services Inc. (American National & Argo Group) 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  
Field Marketing 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
Ryan Specialty
03/13/2026  
HR Operations Specialist
Position Summary The HR Operations Specialist is a key contributor to the optimization and sustainability of core HR systems and processes, ensuring compliance, data integrity, and operational excellence globally across the firm. This hands-on role serves as a subject matter expert in Workday Core HCM and HR service delivery platforms, leading the documentation, analysis, and continuous improvement of business processes that support scalability and future growth. The Specialist collaborates closely with cross-functional teams—including HR, IT, and business stakeholders—to design and refine workflows that elevate the employee experience and streamline service delivery. This role also identifies opportunities to integrate automation and emerging technologies, including AI-enabled tools, to enhance efficiency, improve decision-making, and support a data-driven HR strategy. What will your job entail? Job Responsibilities: • Document and review existing global business...
Ryan Specialty Chicago, IL, USA Full Time
AmTrust Financial
03/12/2026  
Complex Claim Specialist, Cyber
Overview We are a growing and flourishing Cyber/Tech Team with offices around the country. In this role, you will be the AmTrust Cyber Claims Team Lead responsible for: overseeing a group of first- and third-party cyber claims adjusters; managing relationships with outside counsel and vendors; and providing timely and meaning claim trend information to underwriters and actuaries. Our portfolio of business includes both admitted and surplus accounts and primary and excess accounts across a diverse range of industries and insureds that are SMEs through Fortune 500 companies. This position helps maintain profitable growth and account retention along with long-term company and client relationships.  Responsibilities Directly managing claims including the investigation, analysis and evaluation of coverage liability and damages Formulating claims and litigation strategies Assigning, directing, and managing outside counsel and...
AmTrust Financial Chicago, IL, USA Full Time
QBE
03/12/2026  
AVP, Underwriting - Specialty Casualty
Primary Details Time Type: Full time Worker Type: Employee The Opportunity: The purpose of this role is to provide strategic direction for underwriting Wholesale portfolios in the Midwest region, ensuring growth and profitability. This role involves managing writing guidelines, underwriting complex new businesses, and offering specialist advice. Additionally, the role is responsible for building and maintaining broker relationships, applying technical expertise, contributing to business results, and staying informed about industry standards and new product introductions. This is an exciting opportunity to join a team with exceptional reputation in the industry and to influence the buildout of Specialty Casualty. Location: Chicago, IL; 500 West Madison St. Suite 1205 Chicago, IL 60661 Work Arrangement: This role is hybrid, where you will be expected to be in the office 2-3 days per week. The salary range for this role is between $158,500 - $237,500....
QBE Chicago, IL, USA Full Time
QBE
03/10/2026  
Specialist Inland Marine & Energy Underwriting
Primary Details Time Type: Full time Worker Type: Employee Specialist Inland Marine & Energy Underwriting Location: USA –New York NY; Boston, MA; Chicago, Ill Work Arrangement: Hybrid   The salary range for this role is:  $ 80,000-132,000 The Opportunity The purpose of this role is to underwrite Inland Marine business in accordance with the business plan within set underwriting guidelines, service standards and within individual earned or delegated underwriting authority.. Additionally, the role is responsible for building and maintaining broker relationships, applying technical expertise, contributing to business results, staying informed about industry standards and new product introductions. Responsibilities: Contribute to the delivery of the annual business plan for the Inland Marine business unit by making appropriate decisions. Perform complex underwriting activities in compliance with legal and regulatory requirements....
QBE Chicago, IL, USA Full Time
AIG
03/08/2026  
Underwriting Specialist, Retail Property
Underwriting Specialist, Retail Property Join us as an Underwriting Specialist, Retail Property to step up to a key team role that will drive business growth. Make your mark in Underwriting 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 This is a key role in our Retail Property team in which you will take ownership for achieving goals and outcomes. You will be tasked with overseeing a range of programs and processes, in addition to handling complex underwriting. You will thrive by successfully balancing the needs of multiple stakeholders and making sound decisions using data, analysis, experience, judgment, and a risk mindset. It will be essential to build effective...
AIG Chicago, IL, USA 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, USA Full Time
AmTrust Financial
02/18/2026  
Complex Claim Specialist, Employment Practices Liability
Overview Amtrust Financial Services, a fast growing commercial insurance company, is seeking a Complex Commercial Claims Adjuster handling Employment Practices Liability claims. This position can be hybrid in one of our offices, with the possibility of working remotely. The successful candidate will evaluate coverage issues and risk transfer opportunities as well as ensuring appropriate investigation of the underlying facts and circumstances is carried out, proper experts are retained and utilized where necessary, selection and utilization of counsel is appropriate, and proper negotiation strategy is employed. This position reports to a line of business executive. Responsibilities Recognizing exposures and ensuring reserving is appropriate and timely Evaluating coverage issues and risk transfer opportunities Composing coverage letters and Large Loss Reports Ensuring appropriate investigation of the underlying facts and...
AmTrust Financial Chicago, IL, USA Full Time
Arch
02/11/2026  
Underwriting Service Specialist, Property
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. Responsibilities and Accountabilities Policy & endorsement issuance File documentation and set-up Review account information for data entry into appropriate systems Order, prepare and/or update reports Policy Rating and/or initial entry into rating model Processing of various underwriting transactions and requests Correspond with brokers for information at Underwriter’s request Booking/Invoicing Coordinate services with other services units, as needed Other duties and special projects as assigned Required Skills and Abilities Analytical and problem solving ability Detail-oriented Customer-focused Collaborative and team-oriented Strong communication and...
Arch Chicago, IL, USA Full Time
Arch
02/08/2026  
Sr. Underwriter / Underwriting Specialist, Cyber Liability
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. This position is responsible for the submission generation, underwriting and policy issuance of Cyber & Technology Liability accounts with potential to work on Miscellaneous Professional Accounts as well. * Position offered (Senior Underwriter or Underwriting Specialist ) will be dependent upon the individual candidate’s qualifications. Responsibilities and Accountabilities: Build strong long term profitable relationships with agents, brokers and policy holders. Evaluate applications and related materials to determine acceptability of risks in accordance with company guidelines and standards. Determine the need for additional evidence of insurability....
Arch Chicago, IL, USA Full Time

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy