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627 jobs found in Chicago, IL

Freeway Insurance Services America
04/17/2026  
Insurance Sales Manager
Sign-On Bonus Opportunity of up to $1,000* Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Mental Health Benefit: 12 therapy sessions and 13 additional psychiatric sessions. Extra Perks: Access to disability, hospital indemnity, health advocate program,...
Freeway Insurance Services America Chicago, IL Full Time
CNA
04/17/2026  
Data Security Director
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.  Leadership position responsible for spearheading the vision, design, and implementation of data security controls for CNA. This position leads the data security team, develops data security strategies, and conducts data security readiness assessments for the selection, development and implementation of enterprise data security standards. This position will focus on designing data encryption programs, developing policies and procedures, and strategy. Additional responsibilities include data classification, data privacy/risk assessments, and implementation of programs and data protection as a service. This position also has exposure to a range of Data Security technologies ranging from Data...
CNA Chicago, IL Full Time
CNA
04/17/2026  
Underwriting Associate (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 broad supervision, responsible for underwriting accounts within limited authority. Works independently on a high volume of accounts, applying sound underwriting judgment and collaborating with Underwriters as needed. Partners across the Hub to ensure accurate documentation, pricing execution, and responsive service. This Underwriting Associate 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...
CNA Chicago, IL Full Time
CNA
04/17/2026  
Sr Data Engineer (Workday)
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 Sr. Data Engineer (Workday) is an individual contributor specializing in Workday systems analysis and design, with a strong emphasis on integration development to support CNA’s financial operations. This role works extensively within the Workday Finance suite, including Accounting Center, Ledger, Accounts Payable, Expenses, Procurement, and Spend Management, ensuring accurate financial data transformations and seamless end‑to‑end processing. The engineer will evaluate complex finance requirements, design application and integration specifications, and build scalable, cost‑effective solutions using Workday Studio, Prism, EIBs, and Workday Web Services. They will lead projects and programs,...
CNA Chicago, IL Full Time
Independence Pet Group
04/17/2026  
Claims Adjuster - Associate
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.  FIGO, a subsidiary of IPH, is building a digital first pet e-commerce platform with the aim of connecting key market services such as adoption, lost pet and insurance to make pet care easy. Job Summary: FIGO is seeking a Claims Adjuster- Associate who will report to the Supervisor, Claims. The...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
04/17/2026  
Claims Adjuster - Associate
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.  FIGO, a subsidiary of IPH, is building a digital first pet e-commerce platform with the aim of connecting key market services such as adoption, lost pet and insurance to make pet care easy. Job Summary: FIGO is seeking a Claims Adjuster- Associate who will report to the Supervisor, Claims. The...
Pet Partners Pet Insurance Chicago, IL Full Time
HUB International
04/17/2026  
Financial Operations 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. Financial Operations Analyst We’re hiring a...
HUB International Chicago, IL Full Time
Freeway Insurance Services America
04/16/2026  
Insurance Sales Agent - Customer Service
Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and its family of...
Freeway Insurance Services America Chicago, IL Full Time
Freeway Insurance Services America
04/16/2026  
Insurance Sales Agent - Customer Service
Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and its family of...
Freeway Insurance Services America Chicago, IL Full Time
Freeway Insurance Services America
04/16/2026  
Insurance Sales Agent - Customer Service
Our Perks: Unlimited/Uncapped commission Lucrative incentive sales plans, bonuses and sales contests No Cold Calling- We have a high volume of inbound sales leads and walk in traffic Comprehensive paid training and licensing with continuous on-going training and mentorship Recognition culture Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and its family of...
Freeway Insurance Services America Chicago, IL Full Time
AmTrust Financial
04/16/2026  
Senior Underwriter
Overview The Senior Underwriter administers the underwriting, servicing of new, and renewal accounts for agents and producers assigned within the territory in compliance with company underwriting, authority, and pricing standards. Maintains a solid understanding of AmTrust’s mission, vision, and values. Upholds the standards of the AmTrust organization.   We are open to candidates with backgrounds in either renewal or new business. Whether your experience is focused on managing and growing established books or driving new business development, we value transferable underwriting and relationship‑management skills and are open to varied career paths into this role. Responsibilities Quickly and effectively make underwriting decisions based on review and analysis of renewal policy. Make sure policy characteristics are based on company pricing and underwriting guidelines. Collaborate closely with other team members, sales and...
AmTrust Financial Chicago, IL Full Time
Huntington
04/16/2026  
Private Bank Analyst - Portfolio Manager
Description Summary: The Private Bank Analyst - Portfolio Mgr is an entry level position and involves learning all aspects of successfully managing a portfolio of client household relationships and the associated delivery of high quality services with the intention of moving into the next level position within 24 months and being responsible for the sales goals of that Level I position.  Duties and Responsibilities: The Analyst will be trained in an investment and Portfolio Manager role, along with a broad knowledge of sales and service capabilities.  Excellent networking and new client acquisition skills need to be developed in anticipation of moving into a sales role.  Engages the appropriate practice specialty professionals to provide the fully integrated delivery of comprehensive Private Bank services.  Responsible for supporting high client service levels, strong retention and suitable contribution to...
Huntington Chicago, IL Full Time
H.W. Kaufman Group
04/16/2026  
Associate Underwriter
    When someone needs coverage for the unique, the unusual, or the unconventional, they come to Burns & Wilcox. Burns & Wilcox offers unparalleled resources and exposure for those looking to grow their career in the specialty insurance industry.  We are looking for candidates with an entrepreneurial spirit, drive for career advancement and desire to develop relationships to join our team as an Associate Underwriter. Our Associate Underwriters underwrite and supervise a portion of an Underwriter’s book of business, support renewal and new business development, and have the opportunity to achieve full underwriting authority. Responsibilities Service a book of business under the direct supervision of an underwriter Evaluate, classify, and rate each risk to determine acceptability, coverage, and pricing to prepare quotes Log applications, prepare binders, and process policies and endorsements Bind risk,...
H.W. Kaufman Group Chicago, IL Full Time
Starr Insurance
04/16/2026  
Claims Manager, Risk Management
Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress.  The Claims Manager, Risk Management will be responsible for: ·          Active oversight of claims currently managed by a Third Party Administrator as well as direct handling of an active inventory of primary and excess claims related to policies written out of the Risk Management Profit Center in various jurisdictions ·          Performing prompt coverage analysis and determination, investigation into liability and defenses, and timely reserve...
Starr Insurance Chicago, IL Full Time
CNA
04/16/2026  
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 Full Time
CNA
04/16/2026  
Principal AI Engineer
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 providing the highest level of technical leadership in the design, development, and scaling of CNA's AI-native agentic engineering platform. This role operates at the intersection of AI systems engineering, developer experience, and software delivery — building the foundational platform capabilities that enable the broad engineering organization to build, ship, and run high-quality, secure AI-native systems at the speed of AI. The focus is on designing and delivering agentic workflows, AI-augmented CI/CD pipelines, reusable skills and agent frameworks, and quality/security guardrails that make AI-accelerated delivery safe and scalable across the enterprise. JOB...
CNA Chicago, IL Full Time
CNA
04/16/2026  
Senior Corporate Paralegal
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 Senior Paralegal provides comprehensive support for insurance and corporate regulatory matters, including preparing and filing required documents with the Department of Insurance, Secretary of State, SEC, NYSE, and foreign regulatory bodies. The position supports board of directors and committee activities through the preparation of governance materials, conducts legal and corporate research, and ensures accurate, timely compliance across all filings. The ideal candidate brings deep regulatory expertise, strong attention to detail, and the ability to manage sensitive information while collaborating effectively with internal stakeholders. JOB DESCRIPTION: Duties and...
CNA Chicago, IL Full Time
CNA
04/16/2026  
Liability Claims Consultant (Construction Defect)
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 Insurance is searching for a seasoned Liability Claims Consultant to work with a large degree of autonomy managing third party liability construction defect commercial claims nationwide with high complexity and exposure. Responsibilities include the coordination of all claim investigation and resolution activities under both occurrences based general liability policies and claims made errors & omissions policies according to company protocols, quality and customer service standards. Position requires regular communication with customers and insureds and may be dedicated to specific account(s). Ideal candidates are sharp and experienced in handling third party liability construction...
CNA Chicago, IL Full Time
CNA
04/16/2026  
Accounting & Operations Analyst, 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.  Under broad supervision, oversees the accounting and the operations functions, including but not limited to, compliance, reporting, and systems. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Performs accounting and financial close related activities requiring an understanding of general accounting principles and may include but are not limited to preparing journal entries, checking supporting entries, account reconciliation, account reporting, and/or cost accounting analysis. Applies accounting techniques and standard practices to the classification and recording of financial transactions....
CNA Chicago, IL Full Time
HUB International
04/16/2026  
Associate Account Manager – Executive Liability
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 growth and development. Our entrepreneurial culture fosters an environment that...
HUB International Chicago, IL Full Time

 

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