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Illinois 13
Chicago Full Time trainee insurance sales broker

13 trainee insurance sales broker jobs found in Chicago

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
Travelers
01/08/2026  
Underwriting Professional Development Program, Technology - February 2026
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 Operations 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 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
CNA
01/07/2026  
Underwriting Trainee, Ocean Marine
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: 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...
CNA Chicago, IL, USA Full Time
HUB International
12/24/2025  
Account Executive - Complex Risk
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 550 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 Chicago, IL, USA Full Time
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
Travelers
12/18/2025  
Information Account Consultant, RMIS
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 Customer Service, Data Analytics, Marketing 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...
Travelers Chicago, IL, USA Full Time
The Hartford
11/14/2025  
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) 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 experienced...
The Hartford Chicago, IL, USA Full Time
CNA
11/11/2025  
Underwriting Trainee - Small Business / Middle Market
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: This comprehensive program allows the candidate to foster an excellent foundation which aligns their skillset in either commercial small business or middle market through an exciting, growth-focused part of the organization in the Underwriting Hub. Under close supervision, trainees will learn underwriting practices by participating in formal and on-the-job training over their first 12 months with the organization.  Trainees will have exposure to a diverse variety of accounts in different geographies, sizes, and complexity as they develop alongside others in their Trainee cohort in either Chicago, IL or Littleton, CO (Denver). Upon completion of the program,...
CNA Chicago, IL, USA Full Time
HUB International
08/24/2025  
Senior Account Manager and Team Lead - Commercial 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 550 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...
HUB International Chicago, IL, USA Full Time
H.W. Kaufman Group
08/14/2025  
Senior 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
AmTrust Financial
04/28/2025  
Senior Cyber Underwriter - Central Region
Overview AmTrustCyber has an exciting opportunity to join its high-performing and dynamic team in a rapidly evolving and cutting-edge industry segment.  The opportunity will involve underwriting both new and renewal business across a wide range of industry sectors to further the ongoing growth and profitability of the portfolio.  The candidate will also have the opportunity to train, to market the product, to develop client relationships, to innovate and to contribute to the general success and shared goals of the team.  The position will provide a platform for growth and development with excellent opportunities for further career advancement.  We seek someone who is capable of strategic analysis, creative in problem solving, highly self-motivated, adaptable to a changing marketplace, intellectually curious, detail-oriented, organized, articulate and personable, a team player, an enthusiastic learner, a collaborative contributor, a results-oriented achiever....
AmTrust Financial Chicago, IL, USA Full Time
AIG
04/25/2025  
Midwest Zonal Manager – Environmental
At AIG, we are reimagining the way we help customers to manage risk. Join us as a Midwest Zonal Underwriting Manager, Environmental, Retail Casualty to play your part in that transformation. It’s an opportunity to grow your skills and experience as a valued member of the team. Make your mark in Environmental Division of AIG as an Underwriting Manager, Midwest Zone. AIG underwriting teams help to find insurance solutions in areas including Financial Lines, Property, Casualty, Specialty Lines, Cyber, Multinational Clients, and High Net Worth individuals. We are reimagining how we help customers to manage risk, transforming our operating model, and reshaping our role responsibilities and career pathways. The goal is to unlock the full potential in each colleague – empowering our people to grow as insurance professionals and add more value to our customers and AIG. How you will create an impact. How you will create an impact The Underwriting Manager will be...
AIG Chicago, IL, USA Full Time

 

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