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438 jobs found in Chicago

Freeway Insurance Services America
05/04/2026  
Insurance Sales Agent - Customer Service
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: We reimburse up to $10 a month to an employee for their gym 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 companies - Freeway,...
Freeway Insurance Services America Chicago, IL Full Time
Freeway Insurance Services America
05/04/2026  
Insurance Sales Agent - Customer Service
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: We reimburse up to $15 a month to an employee for their gym 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 companies - Freeway,...
Freeway Insurance Services America Chicago, IL Full Time
Freeway Insurance Services America
05/04/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $15 - $17 / hour 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: We reimburse up to $15 a month to an employee for their gym 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...
Freeway Insurance Services America Chicago, IL Full Time
Freeway Insurance Services America
05/04/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $15 - $17 / hour 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: We reimburse up to $15 a month to an employee for their gym 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...
Freeway Insurance Services America Chicago, IL Full Time
AmTrust Financial
05/04/2026  
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 Full Time
AmTrust Financial
05/04/2026  
Cyber Claim Representative
Overview We are a growing Cyber/Technology Claims team with offices nationwide. This role is ideal for an early‑career claims professional or attorney interested in developing expertise in cyber, technology, and data privacy claims. The Cyber Claim Representative will handle a portfolio of first‑ and third‑party cyber claims under the guidance of more experienced team members, while working closely with insureds, brokers, outside counsel, and internal partners. This position supports accurate, consistent claim handling and contributes to strong client relationships and portfolio performance.     Responsibilities Assist with the investigation, analysis, and evaluation of first‑ and third‑party cyber claims, including coverage, liability, and damages Manage assigned claims through resolution in accordance with best practices and established guidelines Coordinate with outside counsel and approved vendors, including...
AmTrust Financial Chicago, IL Full Time
Voya Financial
05/04/2026  
Compliance Consultant
Together we fight for everyone’s opportunity for a better financial future. We will do this together — with customers, partners and colleagues. We will fight for others, not against: We will stand up for and champion everyone’s access to opportunities. The status quo is not good enough … we believe every individual and every community deserves access to financial opportunities. We are determined to support both individuals and communities in reaching a better financial future.  We know that reaching this future depends on our actions today. Like our Purpose Statement, Voya believes in being bold and committed to action.  We are committed to a work environment where the differences that we are born with — and those we acquire throughout our lives — are understood, valued and intentionally pursued. We believe that our employees own our culture and have a responsibility to foster an environment where we all feel comfortable bringing our whole selves to work. Purposefully...
Voya Financial Chicago, IL Full Time
QBE
05/04/2026  
Senior Underwriter - Private NFP D&O
Primary Details Time Type: Full time Worker Type: Employee The Opportunity: The purpose of this role is to support the implementation of specific business strategies by contributing to business development and growth through cultivating relationships with designated clients and making informed underwriting decisions to enhance the profitability of the portfolio. Key responsibilities involve generating new business, retaining renewals, and ensuring the overall profitability of our Private NFP D&O business within our Specialty insurance vertical. •        Location: Chicago, IL •        Work Arrangement: hybrid or remote working expectations •         The starting salary for this role is between $109,000.00 and $164,000.00 Your new role Review, evaluate and price business by applying underwriting judgment and adhering to regulations. Identify and minimize risks through due diligence and escalation of issues when necessary....
QBE Chicago, IL Full Time
HUB International
05/04/2026  
Manager, Sales Reporting & Analytics
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 Manager, Sales Reporting & Analytics The Manager, Sales...
HUB International Chicago, IL Full Time
WTW
05/03/2026  
Mid-Market Director – Absence, Disability Management and Leave (ADML)
Overview  WTW is launching a new Mid-Market ADML delivery model focused on clients in the 500 to 5,000 life segment. As part of this strategy, we are establishing a new Mid-Market Director role aligned to each of WTW’s six U.S. geographic regions.  Each Mid-Market Director will have primary responsibility for ADML delivery, market leadership, and client success within their assigned geography.  This is a new role that requires flexibility, comfort with ambiguity, and an entrepreneurial mindset to help build, scale, and refine a differentiated mid-market offering.  The Role Own ADML delivery for mid-market clients (500–5,000 lives) within an assigned U.S. geography  Serve as the senior day-to-day ADML leader for assigned relationships, ensuring high-quality delivery and client satisfaction  Lead projects involving the design and management of absence, disability, leave, life, and AD&D programs  Apply deep expertise across claims,...
WTW Chicago, IL Full Time
WTW
05/03/2026  
Healthcare Financial/Actuarial Analyst
As a Healthcare Financial/Actuarial Analyst you will support a wide variety of projects involving the design, funding, and measurement and financial analysis of the full spectrum of employer health and welfare benefit programs including medical, dental, life, disability, voluntary benefits, etc. You will interface with client teams, contribute to analyses and client deliverables, and ensure quality standards are met. You will have the opportunity to significantly grow your health and benefits business acumen as well as your financial, project management and communication skills by working on cutting edge projects alongside leaders in the industry.   The Role: With clear guidance and direction, play an active support role in multiple client teams developing financial analyses, outputs and client deliverables across a regional team. Develop working proficiency of core financial, actuarial and analytics theories, models and tools. Support accurate and reliable claim reporting and...
WTW Chicago, IL Full Time
WTW
05/03/2026  
Producer
WTW Producers make a valuable difference every day to our high-profile clients and prospects by developing leading edge solutions to address their health and benefits and broader benefits issues. They aggressively develop and manage active pipelines, call on existing and potential clients, conduct in-depth analysis/risk assessments and present information on how organization’s superior strategic resources and capabilities can address their concerns.  If working for a global market leader that provides state of the art tools, resources and support to secure and retain clients is something that excites you, apply today. Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Primary accountability for creating and executing a business strategy to penetrate the Philadelphia's market in obtaining completely new Health and Benefits (H&B) clients of the company; retain and grow revenue with clients once...
WTW Chicago, IL Full Time
WTW
05/03/2026  
Via Benefits Accounts: Project Manager
At WTW, we strive to be the best company for our colleagues and clients. As a global leader in people, risk, and capital management, we bring together the industry's top talent to deliver innovative solutions. Join us to collaborate with inspiring colleagues, grow your career, and make a meaningful impact.   The Role  We are seeking a proactive, results-driven Project Manager to join WTW’s spending account administration team. This role requires a project manager who takes ownership of outcomes, not just coordination of activities, and who is comfortable driving initiatives forward across functional teams and leadership levels. The Project Manager will operate in a dynamic environment where initiatives frequently span multiple business and technology team, and requirements or scope may not be fully defined at the onset of the projection.  The successful candidate will be comfortable creating structure where needed, aligning diverse stakeholders, and advancing work...
WTW Chicago, IL Full Time
WTW
05/03/2026  
Middle Market Senior Broker
The Senior Middle Market Broker provides knowledge, leadership, insight, and direction for broking activities to ensure that clients’ expectations are regularly met. This role incorporates a wide level of expertise but always assumes the broker is capable of handling accounts independently. The size and complexity of the account can vary. More experienced brokers may be responsible for training and supervising associate brokers. Responsible for ensuring that relevant regulatory and technical standards are met. Helps drive the broking team to achieve agreed operational and financial goals and objectives.   Note: Visa employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. The Role Orchestrate new business placement, renewals, and alterations of existing coverage Develop, review, and deliver presentations to secure new and build on existing relationships Review and evaluate information and analytics to assess and...
WTW Chicago, IL Full Time
Sompo International
05/03/2026  
Underwriting Trainee, Property
Job Description Sompo has a unique opportunity for a 2026 Sompo Underwriting Trainee in our Chicago, IL office. Our Trainee Program is an 18-month program beginning in July 2026 designed to equip you with the essential business and technical skills needed to build a successful career in insurance. As an Underwriting Trainee you will work alongside the most experienced underwriters in the industry to gain in-depth knowledge of our business units and underwriting philosophy through on-the-job learning, workplace mentoring. Our Trainees work directly on their products’ accounts, building relationships and identifying customers’ needs. This rigorous curriculum also includes training in negotiation, risk analysis and relationship management. Sompo’s Trainee Program serves as a launchpad for career advancement, empowering you to acquire the knowledge and skills essential for success in your respective field. What can I expect as a Underwriting Trainee? On-The-Job Learning...
Sompo International Chicago, IL Full Time
Sedgwick
05/03/2026  
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 these two Centers of Excellence:   Chicago, IL : 175 W. Jackson Blvd. 12th Fl. Chicago IL 60604  Cedar Rapids, IA : 333 1st Street SE Ste. 200 Cedar Rapids IA 52401  PRIMARY PURPOSE : Provides disability case management and complex claim determinations based on medical documentation and the applicable disability plan...
Sedgwick Chicago, IL Full Time
Sedgwick
05/03/2026  
Disability Clinical Team Lead
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 Clinical Team Lead PRIMARY PURPOSE :  To supervise the operation of Disability Clinical Consultants for disability clients; to monitor colleagues’ workload, provide training and monitor individual claim activities; to provide clinical direction to Disability Clinical Consultants; and to review complex cases as appropriate. ESSENTIAL FUNCTIONS and RESPONSIBILITIES Acts as clinical liaison for the claims team to ensure understanding of the Nurse...
Sedgwick Chicago, IL
Sedgwick
05/03/2026  
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
Brown & Brown
05/03/2026  
Management Liability Senior Underwriter
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Nexus Specialty Inc. , an Arrowhead Programs company, is Seeking a Management Liability Senior Underwriter to join our growing team in   Chicago, IL !     The Senior Underwriter will play a key role working with the VP of Management Liability to help grow a profitable book of wholesale-only, middle market Management Liability business in the US. They will take an active part in the development and implementation of an underwriting strategy that identifies profitable market opportunities and key wholesale broker relationships.      How You Will Contribute:     Underwrite a portfolio of primary and excess private company and non-profit management liability risks – with a focus on new business. Adhere to company guidelines and underwriting authority, evaluate new business accounts to...
Brown & Brown Chicago, IL Full Time
Starr Insurance
05/03/2026  
Regional Underwriting Manager - Ocean Marine
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 Regional Manager will drive the development, execution, and achievement of our Non-Blue Water Hull, Marine Liability, and Cargo insurance business. This is a hands-on leadership role involving active involvement and oversight across all aspects of production, underwriting, pricing, and portfolio management.   Key Responsibilities: ·          Oversee and optimize production, underwriting, pricing, and management of the Marine portfolio ·...
Starr Insurance Chicago, IL Full Time

 

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