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63 Trainee jobs found

BP&C, Shared Services Inc. (American National & Argo Group)
04/15/2026  
Underwriting Trainee, Casualty
Company 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 Underwriting Trainee, Casualty Argo /Farm Family currently has an exciting opportunity for an Underwriter Trainee to join our team. This is a production underwriting position responsible for marketing, underwriting, and processing of our Casualty line of business. This role will work on-site 5x per week at our Chicago or New York City office location. The primary duties and responsibilities of the role are: Under supervision, analyze and underwrite new and renewal submissions. Learn and develop an understanding of the professional lines insurance marketplace. This includes policy contract language and intent. Take accounts through...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL
Auto-Owners Insurance
01/27/2026  
Underwriter
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute the underwriting decision-making process according to Company underwriting philosophy. This job includes training and development through completion of the Company’s underwriter training program for the assigned line of insurance and requires the person to: Learn various...
Auto-Owners Insurance Peoria, IL Full Time
Auto-Owners Insurance
01/27/2026  
Field Claims Representative
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company’s...
Auto-Owners Insurance Schaumburg, IL Full Time
Auto-Owners Insurance
01/27/2026  
Auto Claims Representative
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company’s...
Auto-Owners Insurance Peoria, IL Full Time
Encova Insurance
04/13/2026  
Lost Time Claims Specialist - Workers' Compensation
The salary range for this job posting is $55,132.00 - $110,642.00 annually + bonus + benefits. Pay Type: Salary The above represents the full salary range for this job requisition. Ultimately, in determining your pay and job title, we'll consider your location, education, experience, and other job-related factors, and will fall within the stated range. Your recruiter can share more information about the specific salary range during the hiring process. For candidates residing in certain states such as Illinois, the salary range is $59,630 to $119,670 annually + bonus + benefits. Pay Type: Salary While we may prefer candidates who can work remote in Illinois, we will consider candidates who live in any of our listed payroll approved states that have the necessary jurisdictional experience. Lost Time Workers' Compensation claims handling experience in any of the following states Illinois, Wisconsin, Kentucky, Indiana, and Iowa is strongly preferred. The position reports...
Encova Insurance IL Full Time
Berkshire Hathaway GUARD
04/24/2026  
Senior Territory Manager (Illinois)
Overview Good Things Start Here.   Good things are happening at Berkshire Hathaway GUARD Insurance Companies—an A+ (Superior) rated, nationwide Property & Casualty insurer backed by Berkshire Hathaway. With supportive leadership, collaborative teams, and opportunities to grow, GUARD is a place where people build meaningful, long‑term careers.   Good Things You Can Count On. Competitive pay + generous PTO Medical, dental & vision starting day one 401(k), tuition reimbursement & longevity bonuses Responsibilities We are seeking a Senior Territory Manager for our Illinois Territory.  This individual will be responsible for agency relationships and business development, with a strong focus on the marketing of GUARD’s products and developing the territory across their assigned footprint. This is a role for an experienced high-performing territory manager who excels at finding pockets of opportunities,...
Berkshire Hathaway GUARD Chicago, IL Full Time
AAA - Auto Club Group (ACG)
04/24/2026  
Automotive Technician (General Service, C, B & A Levels)
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Why Choose a Career with the AAA The Auto Club Group (ACG) / AAA Car Care:   At AAA Car Care, we are your preferred automotive experts, providing customers with friendly, knowledgeable advice and technical expertise. With 47 stores and counting, we are one of the largest chains of AAA club-owned repair facilities in the USA. In our clean and conveniently located facilities, we offer a full range of automotive repair and maintenance services to AAA members and non-members.  Every AAA Car Care facility is staffed with ASE-certified technicians who ensure that every car is treated with the utmost care. With the majority of our shops being air conditioned, it sets us apart from our competitors.  Now you know about us, but who are you? You are likely someone who...
AAA - Auto Club Group (ACG) Aurora, IL Full Time
AAA - Auto Club Group (ACG)
04/24/2026  
Automotive Technician (General Service, C, B & A Levels)
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Why Choose a Career with the AAA The Auto Club Group (ACG) / AAA Car Care:   At AAA Car Care, we are your preferred automotive experts, providing customers with friendly, knowledgeable advice and technical expertise. With 47 stores and counting, we are one of the largest chains of AAA club-owned repair facilities in the USA. In our clean and conveniently located facilities, we offer a full range of automotive repair and maintenance services to AAA members and non-members.  Every AAA Car Care facility is staffed with ASE-certified technicians who ensure that every car is treated with the utmost care. With the majority of our shops being air conditioned, it sets us apart from our competitors.  Now you know about us, but who are you? You are likely someone who...
AAA - Auto Club Group (ACG) IL Full Time
AAA - Auto Club Group (ACG)
04/24/2026  
Automotive Technician B
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   AAA is seeking a skilled B Level Automotive Technician to join our team. As a B Level Technician, you will perform intermediate-level automotive repairs and maintenance, ensuring high-quality service and customer satisfaction. This role requires   a strong foundation   in automotive systems, diagnostic skills, and a commitment to excellence in a fast-paced environment.       Key Responsibilities:   Perform intermediate repairs and maintenance on vehicles, including brakes, suspension, exhaust systems, and fluid services.   Diagnose mechanical and electrical issues using diagnostic tools and equipment.   Conduct routine maintenance tasks such as oil changes, tire rotations, and alignments.   Ensure all work...
AAA - Auto Club Group (ACG) Skokie, IL Full Time
Ryan Specialty
04/22/2026  
Senior Data Analyst
Position Summary We are looking for a contract Senior Data Analyst to join a project that is projected to run through the end of the year. In this role, you will be responsible for analytic data needs, handling complex data projects. What will your job entail? *This is a contract/temporary role that will be tentatively running through the remainder of this year* Key Responsibilities Analyze, extract, transform, and reconcile large, complex datasets across multiple internal systems and external data sources. Provide analytical support for operational areas including claims, policy, client, and underwriting data. Identify trends, anomalies, risks, and improvement opportunities through data analysis; clearly communicate findings and recommended actions to leadership. Develop, maintain, and automate recurring and ad hoc reports, dashboards, and management deliverables. Model and analyze data using SQL, Excel, Access, and enterprise data warehouse tools. Build and...
Ryan Specialty Chicago, IL Full Time
Travelers
04/22/2026  
Senior Construction Surety Underwriter, Account Executive Officer
Who Are We? Taking care of our customers, our communities and each other. That’s the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it. Job Category Underwriting Compensation Overview The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program,...
Travelers Downers Grove, IL Full Time
Reliance Matrix
04/21/2026  
Account Consultant I
Job Responsibilities and Requirements This role supports Middle Market Customers by working closely with Client Managers providing daily service to our Life, Disability and Absence Management clients.   The Account Consultant works closely with the Client Managers on executing business plans and delivering on initiatives.   The Account Consultant acts as an internal and external point of contact on issue resolution, partners with cross-functional internal partners to drive client initiatives, and monitors projects and open tasks.   ADMINISTRATIVE Helps to maintains account management database (salesforce.com) for assigned clients. Maintains standard operating procedures as needed.   CLIENT SUPPORT Partners with Client Managers on a book of business comprised of 2,000 lives and under.    Works effectively with Client Managers, sales and operational partners to realize client goals. Maintains client contact sheets and is responsible for managing...
Reliance Matrix Schaumburg, IL Full Time
Allstate
04/21/2026  
Property Adjuster - Field Estimating - Chicago, IL
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 A day in the life of a Field Property Adjuster, and what it takes to do the job! As a Field Property Adjuster, you will be dedicated to providing exceptional service to our policyholders. Your primary responsibility will involve traveling to our customers' homes to conduct on-site inspections, investigate coverage, prepare estimates, and settle claims promptly and efficiently. Additionally, you will handle virtual claims countrywide, leveraging various platforms and software such as Xactimate and ClaimsX Video Collaboration....
Allstate 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
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
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
Liberty Mutual
04/13/2026  
Senior Technical Claims Specialist, Commercial Casualty Complex
Description Liberty Mutual has an immediate opening for an experienced Claims Professional to join our Commercial Casualty Complex Claims Team.   The Senior Technical Claims Specialist determines coverage, investigates complex and highly complex Commercial Casualty claims, determines liability, sets and adjusts reserves, evaluates the claim, negotiates a settlement, authorizes and resolves the claim. The selected person will demonstrate a high level of expertise and sound judgment in complex matters and may act as a subject matter expert.   This role includes evaluating policies/manages claims for Liberty Mutual and Helmsman customers/accounts. There is a strong preference for the selected candidate to live within 50-mile radius of one of the listed hub offices: Boston, MA; Plano, TX; Suwanee, GA; Indianapolis, IN; Hoffman Estates, IL; Lake Oswego, OR; Las Vegas, NV, Chandler, AZ or Weatogue, CT.  This policy is subject to change.  We will consider a...
Liberty Mutual Hoffman Estates, IL Full Time
CNA
04/11/2026  
Underwriting Associate, National Accounts Casualty, Captives
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: Joining the National Accounts Casualty Captives team as an Underwriting Associate, you will   be responsible for   underwriting risk for the underwriting   lifecycle,   both   r enewal and new business within limited authority.  You will partner with Underwriters as well as   maintain   branch and broker relationships on all aspects of the Underwriting function including providing the necessary information to allow the   Underwriter to make prudent underwriting decisions.     This hybrid position works   3-4   days per week from our office in Chicago.   Job Description   Performs a combination of duties   in...
CNA Chicago, IL 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 Full Time
Ryan Specialty
04/10/2026  
Senior Project Manager
Position Summary The Project Manager is responsible for overseeing the planning, execution, and delivery of various projects within the organization, ensuring they align with strategic goals and meet stakeholder expectations. The role drives scalable process improvements and innovations within the designated business, leading strategic initiatives, and overseeing project documentation. They identify and mitigate risks, monitor progress, facilitate communication between teams, and resolve conflicts to ensure smooth project progression. What will your job entail? Job Responsibilities: • Develops detailed project plans defining project scope, outlining tasks, timelines, milestones, and resources required. Drives scalable and sustainable process improvements, innovation, and automations within the designated business. • Drives scope and deliverable definition, project team formation, planning and scheduling, resource and cost assessments, communication, and issue monitoring and...
Ryan Specialty Chicago, IL Full Time

 

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