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underwriting trainee Chicago, IL

34 underwriting trainee jobs found in Chicago, IL

CNA
12/19/2025  
Underwriting Trainee(Construction Specialized Products)
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’s Underwriting Trainee Program offers a rewarding career path for individuals interested in working for a company that provides hands on experience and unique opportunities. As an Underwriting Trainee, you will have access to professional skills development, productivity courses and much more. Our curriculum provides: Instruction in insurance basics; underwriting, professional, sales and marketing skills. Technical training within discipline(s) and deeper knowledge of the broader industry. A combination of on the job and virtual training. Exposure to multiple lines of business and industry segments through a formal mentoring program. Instructor-led training, testing,...
CNA Chicago, IL, USA Full Time
The Hartford
01/04/2026  
Intern, Middle & Large Business Underwriting – Inland Marine
Student Intern - HHSIAN 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.              The Middle Market Underwriting internship program is designed to prepare college students for a career in underwriting.  Expectations:  Achieve standards established for success in the program by completing daily assignments; plan and prioritize work activities to achieve desired results within necessary time frames Actively participate by asking questions, volunteering answers, and assisting teammates as appropriate Participate fully with the other interns on any group/team activities, as assigned by the manager Effectively use on-line resources, automation tools, and computer software packages Assist in coordinating sales-process for...
The Hartford Chicago, IL, USA Full Time
IAT Insurance Group
09/04/2025  
Associate Underwriter (Commercial Transportation - Commercial Truck)
Raise your hand if you’re naturally curious and enjoy learning about different industries and how their businesses operate. We get that. In fact, this Associate Underwriter role might be the perfect career launch to keep you learning, analyzing, and growing. This position is part of our extensive Underwriting Trainee Program, a structured and immersive experience designed to build a strong foundation in the field. Through this program, hires gain exposure to all angles of the underwriting profession and are equipped to apply analytical skills in evaluating business risk from an insurance standpoint. Building a strong career foundation is imperative to professional growth – that’s why our Associate Underwriter program is designed to provide hires with the skills needed for a rewarding future in Underwriting. Associate Underwriters will be mentored by a designated coach to learn about the company, and the part they’ll play in making IAT successful. Job Description: The...
IAT Insurance Group Naperville, IL, USA Full Time
Westfield
10/13/2025  
WSP IT Intern, Chicago Office (2026 Summer)
The Westfield Specialty Intern Program is a paid, ten-week program that offers students the opportunity to obtain firsthand insight into the insurance business.  Every day you'll learn and develop your skills but you'll also have a clear and supportive path ahead of you. You'll gain the confidence to take on real projects, build your network and learn from senior leaders across our business.   We are seeking Intern candidates to work with our Information Technology team in our Chicago, IL or Berkeley Heights, NJ  offices.       Program Elements Include: Classroom and On The Job Training  Weekly Lunch and Learn Series with Senior Leaders Formal Mentor Program  Presentations from Major Brokerage Partners  Teambuilding and Social Activities; including Community Service Event Industry based Group Project    Participants in the Westfield Specialty Summer Intern Program are immersed in the day-to-day operations of a fast-moving, growing insurance...
Westfield Chicago, IL, USA Full Time
Ryan Specialty
09/22/2025  
Underwriter, E&S Property
Position Summary Join Our Team of Forward-Thinking Underwriters! Are you a recent RMI graduate or an industry professional ready to take the next step in your underwriting career? Velocity is looking for driven, collaborative individuals to underwrite E&S Specialty Property Insurance: covering high-impact perils like hurricanes, earthquakes, tornadoes, and fires across the U.S. About Velocity Velocity, recently acquired by Ryan Specialty, is a cutting-edge managing general underwriter (MGU) specializing in E&S insurance for the U.S. specialty commercial property market. Innovation is at the core of everything we do. We rapidly connect risk with capital, tackling market challenges with agility and purpose. Our mission is to expand access to global capital for property and business owners, especially in underserved areas. By partnering with brokers, agents, and top-tier capital providers, we combine deep industry expertise with advanced data analytics and technology to...
Ryan Specialty Chicago, IL, USA Full Time
Auto-Owners Insurance
12/25/2025  
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, USA Full Time
H.W. Kaufman Group
01/18/2026  
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, USA Full Time
Berkley
01/18/2026  
AVP, Regional Manager - Commercial
Company Details   Berkley Surety is a highly professional, service-oriented surety underwriting management company, providing a full spectrum of bonds for contract, environmental, and commercial surety accounts through multiple distribution channels in both the United States and Canada. We write on behalf of W. R. Berkley Corporation member company Berkley Insurance Company, which has an A.M. Best rating of A+ (Superior). We pride ourselves on building strong relationships with our agents. We highly value the insight and expertise our agency partners bring to the table which helps us provide timely and predictable surety solutions.   Company URL:      www.berkleysurety.com                                    Responsibilities                   Oversee the profit center for a particular line of business. Produce, manage and underwrite new and renewal business from assigned agents/brokers in the primary line of business....
Berkley Chicago, IL, USA
Independence Pet Group
01/14/2026  
Technology Program Manager - Global Transformation
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.    Job Summary:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  The Sr. Technology Program Manager, Global Transformation will lead the...
Independence Pet Group Chicago, IL, USA Full Time
Independence Pet Group
01/14/2026  
Sr. Release Train Engineer
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.  Job Summary:    IPH is executing a multi-year transformation to modernize its insurance technology ecosystem across multiple MGAs, including policy administration, rating, billing, claims, integrations, digital experience, data, and cybersecurity.  The Senior Release Train Engineer (Senior...
Independence Pet Group Chicago, IL, USA Full Time
Pet Partners Pet Insurance
01/14/2026  
Sr. Release Train Engineer
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.  Job Summary:    IPH is executing a multi-year transformation to modernize its insurance technology ecosystem across multiple MGAs, including policy administration, rating, billing, claims, integrations, digital experience, data, and cybersecurity.  The Senior Release Train Engineer (Senior...
Pet Partners Pet Insurance Chicago, IL, USA Full Time
Pet Partners Pet Insurance
01/14/2026  
Technology Program Manager - Global Transformation
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.    Job Summary:  Independence Pet Holdings (IPH) is undertaking a multi-year enterprise transformation to modernize its insurance technology ecosystem and build a scalable, digital-first operating model across its MGAs.  The Sr. Technology Program Manager, Global Transformation will lead the...
Pet Partners Pet Insurance Chicago, IL, USA Full Time
Hiscox
01/11/2026  
VP, Corix Underwriting
Job Type: Permanent Build a brilliant future with Hiscox   Job Title: VP, Corix Underwriting Reporting to: SVP, Corix and Head of Strategic Integration Location: Boston, Chicago, Hartford, LA, New York and Atlanta Job Responsibilities include: Talent Development: Develop a strong and high performing team Participate in the identification and hiring of underwriting talent. Train new Underwriters, and coordinate with others, to establish training to optimize growth and loss ratio performance of the underwriting team Provide continual coaching and feedback to a team of high-performing Vertically focused Underwriters for the Corix business, and focusing their efforts to achieve growth, service and profitability goals Develop and establish Vertical Centers of Excellence (COEs), including regular forums and reporting, and ensure COEs are influential in changes to underwriting rules, coverage changes, underwriting guidelines and pricing...
Hiscox Chicago, IL, USA Full Time
H.W. Kaufman Group
01/07/2026  
Private Client Underwriter
  *This position is open to multiple Burns & Wilcox branch offices across the US.*   When retail agents and brokers have successful clients who require coverage for the unique, the unusual, or the unconventional, they come to the Private Client Practice at Burns & Wilcox. Our Underwriters have full underwriting authority to build and grow a profitable book of Private Client business across the US and Canada.  Burns & Wilcox offers unparalleled resources and exposure for those looking to excel in the specialty insurance career.  Interested? Join our team! Responsibilities Build a growing book of profitable Private Client business Manage agency relationships and serve as lead client contact Provide a Best in Class customer service experience for our retail partners Execute on the national marketing strategy to increase new and renewal business Work within granted authority and program guidelines to...
H.W. Kaufman Group Chicago, IL, USA Full Time
GEICO
01/05/2026  
CFO, Commercial, Specialty and Agency Insurance
At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.  Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive through relentless innovation to exceed our customers’ expectations while making a real impact for our company through our shared purpose.  When you join our company, we want you to feel valued, supported and proud to work here. That’s why we offer The GEICO Pledge: Great Company, Great Culture, Great Rewards and Great Careers. Location: This is a hybrid role in our Chicago, IL or New York, NY office. Reports to: Head of Finance & Pricing GEICO is one of the nation's largest and fastest-growing auto insurers thanks to our low rates, outstanding service and clever marketing. We're an industry leader employing thousands of dedicated and hard-working associates. As a wholly owned subsidiary of Berkshire Hathaway, we offer...
GEICO Chicago, IL, USA Full Time
AmTrust Financial
12/12/2025  
Senior Underwriter
Overview The Senior Underwriter administers the underwriting of new business submissions for agencies within their assigned territory. Completes work 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. Responsibilities Write a profitable book of business through solid risk analysis, pricing and servicing. Maintains compliance with state filings and adheres to corporate underwriting and pricing guidelines. Operate within written authority grant and makes referrals to management and Home Office Underwriting as required. Collaborate closely with Underwriting, Sales, and support teams. Partner with Territory Management to develop and implement the territory business plan and share accountability with team in meeting goals. Take initiative with the team to develop, manage, and...
AmTrust Financial Chicago, IL, USA Full Time
CNA
12/12/2025  
Underwriting Associate(Construction Captive)
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, responsible for underwriting risk for the underwriting lifecycle from submission through policy issuance, for both renewal and new business within limited authority. Partnering with Underwriters on all aspects of the Underwriting function including: providing the necessary information to allow for UW to make prudent underwriting decisions. JOB DESCRIPTION: Performs a combination of duties in accordance with departmental guidelines: 1. Performs underwriting analysis and documentation to determine acceptability of risk in accordance with company guidelines and standards for renewal and new business  within assigned Letter of Underwriting Authority. 2.  Handles...
CNA Chicago, IL, USA Full Time
CNA
12/12/2025  
Enterprise Risk Management Consulting 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.  The mission of CNA’s Enterprise Risk Management (ERM) function is to build upon an established risk management framework to support the achievement of the company’s strategic goals. In order to do this, the ERM function collaborates with the business areas to integrate effective risk management practices across all areas of the business. The ERM function establishes an enterprise-wide view of acceptable risk levels and aggregates, models, and evaluates exposures across all areas of the business. This Enterprise Risk Management Consulting Director role is an individual contributor that will be responsible for driving the implementation of best in class ERM practices, and will proactively...
CNA Chicago, IL, USA Full Time
Liberty Mutual
12/08/2025  
Executive Underwriter, Financial Institutions
Description Works independently and autonomously on all but the most complex accounts/cases (subject to required process oversight). Underwrites policies within underwriting authority. Makes decisions on whether to accept business by making analytical, data-driven decisions based on data and information provided, including pricing the risk. In parts of North America more likely to underwrite complex/unusual policies - or those of high individual line size - policies assessed will focus on those of high complexity and/or larger size. 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 and brokers. Looks to strengthen these relationships and develop new ones....
Liberty Mutual Chicago, IL, USA Full Time
Berkley
12/03/2025  
Risk Management Consultant
Company Details                                                                                                          Berkley Industrial Comp, formerly American Mining Insurance Group, began operating in 1989 as a specialty carrier offering workers compensation coverage to qualified mining and mining related accounts. Known for excellence in loss control, claims management and underwriting, Berkley Industrial Comp has remained focused on our mission as the company has grown and matured.   Since becoming a W.R. Berkley Corporation member company in 2007, Berkley Industrial Comp has quadrupled its operating territory, introduced preferred rating plans, focused on continuous improvement in ease of doing business, made significant new investments in technology and added additional highly experienced staff to our team. With an AM Best rating of A+ Superior XV, Berkley Industrial Comp’s commitment to the mining sector remains unwavering....
Berkley Chicago, IL, USA

 

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