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underwriting trainee Illinois

28 underwriting 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
Reliance Matrix
03/05/2026  
Client Management Trainee Program
Job Responsibilities and Requirements Launch your career with momentum.  The STAR (Service Training and Readiness) Program at Reliance Matrix is your fast track into a dynamic, high‑impact career in Client Management . This one‑year immersive program is built for individuals who are hungry to learn, eager to grow, and ready to jump into a role where relationships, strategy, and results matter. As a STAR Associate, you’ll gain hands‑on experience, build your industry expertise, and sharpen your sales and service skills — all while collaborating with leaders who are invested in your success. You won’t just observe the business… you’ll contribute to it. Successful completion of the program propels you directly into a Client Management position , where your earning potential and career growth are truly unlimited. Program Overview From day one, you’ll be part of a high‑performing team that will challenge you, support you, and help you grow. Throughout the program,...
Reliance Matrix Schaumburg, IL
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
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
Ryan Specialty
04/14/2026  
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
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
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
The Hartford
04/07/2026  
Excess Casualty Wholesale Account Manager
Account Manager - OA09HN We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.              This role will have a Hybrid work schedule, with the expectation of working in an office (Chicago, IL, Scottsdale, AZ, Frisco, TX, Greenwood Village, CO, Morristown, NJ, New York, NY, Red Bank, NJ) 3 days a week (Tuesday through Thursday). The Account Manager, as part of Global Specialty Operations, will serve as a critical partner to the Primary Casualty and Excess Casualty Wholesale underwriting teams. The individual focuses on service experience & book of business management, while also acting as a key contact for brokers and underwriters. This is an individual contributor role without supervisory responsibilities, also mentors and train less...
The Hartford Chicago, IL Full Time
Pekin Insurance
04/03/2026  
Commercial Lines Underwriter I - Renewal
Looking for more than just a job? You’ve found it. At Pekin Insurance, you’re not a number—you’re part of something bigger. For over 100 years, we’ve built a community where people are valued, supported, and empowered to grow. Here, you’ll find a workplace where collaboration is real, ideas are welcome, and the work you do truly matters. We’re proud to help people through life’s toughest moments—and it’s our people who make that possible. From day one, you’ll be encouraged to bring your whole self to work, take on meaningful challenges, and grow in ways that matter to you.   This is your opportunity to belong, thrive, and make a difference—right here at Pekin Insurance.   Position Overview The Renewal Underwriter I is responsible for working in a Commercial Lines team environment to meet established company profit and growth goals within a designated geographic territory.  This position underwrites renewals and endorsements and completes other underwriting...
Pekin Insurance Pekin, IL Full Time
Universal Property & Casualty Insurance Company
04/02/2026  
Marketing Representative - Illinois & Wisconsin (Local Only)
Know your rights Inform yourself of your rights and responsibilities by reviewing the content provided in the list below. Employment Eligibility (e-Verify):  English & Spanish Right to work:  English  /  Spanish It's fun to work in a company where people truly BELIEVE in what they're doing! We're committed to bringing passion and customer focus to the business. Position Overview: Responsible for assisting independent agents by supporting and facilitating the development and implementation of business/marketing plans. Essential Job Functions: Manage an assigned agency territory in a state or in multiple states, which may require up to 75% travel and overnight travel as well Develop and maintain professional and effective agency relationships Train existing agents and new agents on company products and procedures Provide daily feedback regarding agent meetings Gather information regarding the competition's initiatives and strategies...
Universal Property & Casualty Insurance Company IL Full Time
Liberty Mutual
03/26/2026  
Senior Technical Claims Specialist: Excess, Coverage and Specialized Claims
Description Liberty Mutual has an immediate opening for an Excess and Coverage Senior Technical Claims Specialist as part of our Excess, Coverage and Specialized Claims Unit.   In this role, under moderate direction, you will handle a book of Commercial Casualty Excess/Umbrella and Specialized claims, throughout the entire claims life cycle. Excess claim types include, but are not limited to, premises liability, auto, products, mass torts, employers liability, environmental, and specialty claim across the United States for both Coverage A and Coverage B claims on admitted and non-admitted paper. Complex Excess claims experience needed to evaluate claims with significant financial exposure.   Additionally, you will be responsible for conducting investigations, recommending adequate reserves, monitoring, documenting, assessing any risk transfer potential, and settling/closing claims in an expeditious and economical manner within prescribed authority limits for...
Liberty Mutual Hoffman Estates, IL Full Time
HUB International
03/22/2026  
Account Executive - Personal 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 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...
HUB International Morton, IL Full Time
RLI
03/11/2026  
Senior IT Business Analyst - Commercial Insurance (Peoria, IL, Chicago, IL, or Atlanta, GA)
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI Peoria, IL Full Time
CNA
03/04/2026  
Senior Product Owner, Actuarial
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.  Are you passionate about data and innovative technology? CNA’s Analytics organization is looking for candidates who want to use cutting edge, cloud-based technology to deliver valuable insights to our business teams. The Data & Analytics Solution Hub combines the best of IT, Analytics and Data Engineering in order to innovate and deliver at the pace of a start-up. This role is aligned with the Actuarial Value Stream team, which delivers complex data assets used by the Actuarial department and others in the organization. An individual contributor that serves as the customer proxy to the Agile team within the agile process and is the final authority for decisions regarding priority,...
CNA Chicago, IL Full Time
H.W. Kaufman Group
02/27/2026  
Commercial Lines Underwriter
Responsibilities Build, maintain, and grow a book of business Manage agency relationships and serve as lead client contact Create and execute marketing plan to increase new and renewal business Rate, quote and bind each risk to determine acceptability, coverage, and pricing for large or complex renewals as well as new business Develop and submit underwriting referrals to company brokerage facilities and Burns & Wilcox management   Monitor key metrics to formulate corrective action impacting new business hit, renewal retention, premium growth, and loss ratio Lead, train, and develop Assistant and Associate Underwriters Qualifications Bachelor’s degree or equivalent combination of education and experience   Minimum 3 years of commercial lines underwriting or brokerage experience required, excess & surplus experience preferred Demonstrated proficiency in sales and marketing...
H.W. Kaufman Group Chicago, IL Full Time
Pekin Insurance
01/27/2026  
Internal Wholesaler - Life Brokerage
Position Overview The primary responsibility of this role is to drive production from current and new relationships as an Internal Wholesaler dedicated to Life Insurance Sales through our Life Brokerage Distribution Channel.  They are to develop sales opportunities through outreach and engagement with firm downlines, soliciting new accounts, building rapport, and providing product & sales training, technical support and explanations, and assisting in moving business through underwriting and supporting recruiting efforts when necessary. Essential Job Functions Onboards new life agents and engages those agents to write with Pekin Life Insurance Trains agents on the Pekin Life Brokerage products Assists agents in learning the process of quoting and submitting new business with Pekin Life Calls on assigned agents and assist them with writing new business Builds relationships and strong customer focus Excellent relationship, training and onboarding...
Pekin Insurance Pekin, IL Full Time

 

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