InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Search within
50 miles
10 miles 20 miles 50 miles 100 miles 200 miles
Refine by Job Type
Full Time 22
Refine by City
Chicago 20 Downers Grove 1 Schaumburg 1
Refine by State
Illinois 22
underwriting trainee Chicago, IL

22 underwriting trainee jobs found in Chicago, IL

Westfield
10/01/2026  
WSP Actuarial Intern, Chicago
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.  The 2027 Summer Intern Program will run from June 7th to August 13th.     We are seeking Intern candidates to work with our Actuary team in our Chicago, IL  office.      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...
Westfield Chicago, IL Full Time
Westfield
09/22/2026  
2027 Summer Intern Program- IT Intern, Chicago
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.  The 2027 Summer Intern Program will run from June 7th to August 13th.    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...
Westfield Chicago, IL Full Time
Westfield
09/22/2026  
2027 Summer Intern Program- Underwriting Intern, Chicago
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.  The 2027 Summer Intern Program will run from June 7th to August 13th.     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 company. You will gain valuable, hands-on experience and insurance...
Westfield Chicago, IL Full Time
Auto-Owners Insurance
05/09/2026  
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
AIG
10/10/2026  
Senior Underwriting Assistant
The Senior Underwriting Assistant is an individual contributor within the Underwriting Support Unit of the unit’s field operations.  This role assists the underwriters by screening risk offerings and with pre and post-binding processes. The role also performs services including problem-solving or research projects requiring broad insurance and/or procedural knowledge and works under direct supervision. This role will work on our AIG Captives business line. In addition to the traditional UA duties, this role will: Support regional UA Manager in overseeing all daily business activities and act as the first point of call for all UAs in the region Review new submissions against prescribed criteria to determine if risk qualifies for LOB risk appetite.  Triages submission for missing information and follows up with the broker for outstanding items. Performs a comparison of renewal submission information against prior year information and documents differences for...
AIG Chicago, IL Full Time
UFG Insurance
10/07/2026  
Sr Production Underwriter - Middle Market
UFG is looking for a   Sr. Production Underwriter - Middle Market to join our Great Lakes Region in a multi-line, multi-industry opportunity.  In this role you will be responsible for attracting and underwriting middle market business, deploying effective account management while fostering strong working relationships with agency partners. This role executes underwriting strategy to achieve profit and premium plans. The Sr. Production Underwriter will handle a renewal book in their territory as assigned. This role assists with the resolution of escalated issues, and mentors and coaches team members.   While this is a remote opportunity, the ideal candidate will reside within Minnesota or Wisconsin. Responsibilities:   Profitably underwrite complex new and renewal business through risk selection, pricing, contractual integrity, and account management, in accordance with delegated authority, and ensuring regulatory compliance. Demonstrate critical thinking in...
UFG Insurance Chicago, IL Full Time
CNA
09/23/2026  
Underwriting Director - Cyber/E&O - Midwest
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.  Leads and directs an underwriting group and is accountable for business results through overall management, profitability, and business development of a book of Cyber/E&O business throughout the Midwest. In conjunction with senior management, works within the highest limits of authority. Has regional, industry, segment, or company-wide scope of responsibility. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Directs the work activities and has full management responsibility for the performance and development of subordinate staff in accordance with corporate strategic direction. Onboards,...
CNA Chicago, IL Full Time
AF Group
09/17/2026  
Senior Loss Control Consultant
SUMMARY Responsible for providing consultation and training to employers regarding safety matters. Develop business partnership and ambassador-type relationship with insured policyholders. Evaluate physical premises, equipment, materials, work practices, and safety policies and programs.  Conduct safety surveys of employers’ premises to gather information to assist in risk selection as an integral part of the underwriting process.  Work with management to develop loss control strategies that will have the greatest impact on company success measures. This position involves field-based work requiring travel within the assigned market/territory. Residency within or in close proximity to the designated market is required to support job responsibilities.   Identify potentially hazardous conditions and unsafe acts that may have an adverse impact on employee claims and assist the client in reducing or eliminating those hazardous condition or unsafe acts. Review business...
AF Group Chicago, IL Full Time
Liberty Mutual
09/15/2026  
Executive Underwriter, Property
Description We are seeking an Executive Underwriter to manage and maintain a significant portion of our Major Accounts Property portfolio in the Central Region. In this role, you will be responsible for handling complex monoline Property accounts with minimum TIVs of $100m, analyzing the customer's property exposures, hazards, financial information, requested coverages, loss history, pricing targets and desired program structure to select business and determine appropriate terms and conditions. Will work closely with Risk Engineering to produce and manage a profitable book of business and manage producer/customer relationships. Maintains the highest level of skills/knowledge in the large property space with average account annual premium of around $1m. Shares underwriting expertise with other underwriters and stakeholders across all levels.   Responsibilities Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to...
Liberty Mutual Chicago, IL Full Time
CNA
09/04/2026  
Underwriting Associate(Commercial Construction P&C)
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 Full Time
CNA
09/02/2026  
Underwriting Associate (Technology P&C)
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 Full Time
Intact Insurance Specialty Solutions
08/25/2026  
Product Development Specialist (Hybrid)
Our employees are at the heart of what we do: helping people, businesses and society prosper in good times and be resilient in bad times. When you join our team, you are bringing this purpose to life alongside a passionate community. Feel empowered to learn and grow while being valued for who you are. At Intact, we commit to supporting you in reaching your goals with tools, opportunities, and flexibility. It’s our promise to you.  Who we are At Intact Insurance Specialty Solutions, we are experts at what we do in protecting what makes businesses unique. Our deep understanding of the specialty insurance market is the foundation for our customized solutions, backed by targeted risk control and claims services. Our employees are passionate about providing insurance coverage that’s aligned to our targeted customer groups. Intact’s Global Specialty Lines business spans across more than 20 verticals in four distinct markets: U.S., Canada, UK and Europe. The following...
Intact Insurance Specialty Solutions Chicago, IL Full Time
Core Specialty
08/09/2026  
Commercial Surety Regional Manager
- The Commercial Surety Regional Manager is responsible for the underwriting, marketing, production, profitability, and overall management of a regional Commercial Surety portfolio. This position serves as the senior underwriting leader for the assigned territory and is accountable for achieving premium growth, underwriting profitability, agency development, and portfolio management objectives. The Regional Manager will develop and maintain strong relationships with agents, brokers, principals, indemnitors, and other business partners while exercising significant underwriting authority and ensuring compliance with company underwriting guidelines and risk appetite. The position is highly market-facing and focused on profitable business development, agency management, and underwriting execution. Key Accountabilities/Deliverables: Underwriting Leadership Serve as lead underwriter for the assigned territory. Analyze, evaluate, and approve commercial surety...
Core Specialty Chicago, IL Full Time
UFG Insurance
08/05/2026  
Surety Underwriter
UFG is hiring for a Surety Underwriter who will actively working towards building and maintaining a profitable mix of new and existing surety business by developing and maintaining strong working relationships with the agency force.   Demonstrate strong analytical skills to evaluate risks for acceptability within their authority and company underwriting parameters.  Make regular agency visits and calls to assess growth and profitability of agents in their territory.  Prospect and appoint new quality agents in the territory.  Visit current and potential contractor’s place of business to better assess acceptability and quality of the accounts.  **The ideal candidate will reside in Chicago, Illinois/Greater Chicago area or the Milwaukee, Wisconsin territory** Essential Duties and Responsibilities:   Underwrite new submissions and existing accounts utilizing authority granted by head of Surety and with assistance from mentors. Evaluate and assess financial...
UFG Insurance Chicago, IL Full Time
Liberty Mutual
07/29/2026  
Executive Underwriter, Inland Marine
Description The Executive Underwriter will grow and develop a book of complex construction-focused inland marine risks—from builders risk and installation projects to contractors’ equipment and large-scale infrastructure developments. Applies deep technical judgment, market insight, and data-driven analysis to evaluate project exposures, select profitable business, and develop appropriate coverage, terms, conditions, deductibles, limits, and pricing within established underwriting authority. For the most complex, unusual, or high-line-size accounts, partners with senior leaders and internal experts to develop creative, disciplined solutions that protect Liberty Mutual’s portfolio while supporting the success of construction clients. Responsibilities Underwrite and manage construction-focused business:  Evaluate builders risk, installation, contractors’ equipment, project cargo, and infrastructure accounts, considering project scope, construction type,...
Liberty Mutual Chicago, IL Full Time
AIG
06/18/2026  
Regional Production Specialist Sr, Excess & Surplus Lines
Join us as a Senior Regional Production Specialist to grow your career at the forefront of Lexington Healthcare insurance. Make your mark in Lexington Healthcare AIG’s Lexington Insurance Company is the leading US-based surplus lines insurer. For over 50 years, it has provided flexible solutions to companies and organizations of all sizes – from Fortune 100 corporations to small and middle market entities. Lexington is renowned for its ability to help brokers find solutions to the most challenging insurance needs of their clients. Drawing on their entrepreneurial spirit, colleagues are encouraged each day to rise to challenges and embrace opportunities to make a difference. How you will create an impact The Senior Regional Production Specialist manages all Healthcare underwriting within an assigned Branch Office and handles referral decisions for the most complex portfolios. This role takes on a strategic component in the development, implementation and evaluation of...
AIG Chicago, IL Full Time
AIG
05/14/2026  
Head of Actuarial Pricing Analytics - North America
Head of Actuarial Pricing Analytics - North America At AIG, we are reimagining the way we help customers to manage risk. Join us as a Head of Actuarial Pricing Analytics - North America to take on key responsibilities within a world-class actuarial function. Make your mark in Actuarial Our Actuaries are on the front lines, quantifying risk, pricing insurance and reserving losses for AIG’s major insurance operating companies, globally. We collaborate with Finance, Claims, Operations, Marketing and Risk Management, among other functions. As an AIG actuary, you will be challenged and encouraged to reach your greatest potential to help improve how we predict, manage and mitigate risk. How you will create an impact The Modelling & Advanced Analytics team, within Actuarial - Global Pricing, support the broader global Actuarial function in calibrating commercial lines rating solutions through predictive modelling and market insights. The raters are used by underwriters...
AIG Chicago, IL Full Time
Independence Pet Group
05/07/2026  
Program Manager, Senior
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.  As part of the broader JAB Pet Services ecosystem, IPH collaborates closely with affiliated companies in the UK and Europe to drive alignment, knowledge sharing, and technology strategy consistency across regions. Job Summary: Independence Pet Holdings (IPH) is seeking a collaborative, results-driven...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
05/07/2026  
Program Manager, Senior
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.  As part of the broader JAB Pet Services ecosystem, IPH collaborates closely with affiliated companies in the UK and Europe to drive alignment, knowledge sharing, and technology strategy consistency across regions. Job Summary: Independence Pet Holdings (IPH) is seeking a collaborative, results-driven...
Pet Partners Pet Insurance Chicago, IL Full Time
Ryan Specialty
10/07/2026  
Director I, Catastrophe Modeling
Position Summary The Director I of Catastrophe Modeling leads catastrophe risk analytics for the Central Underwriting organization, sitting at the intersection of modeling science, data engineering, and underwriting strategy. This role owns both the technical execution of cat modeling (RMS, AIR) and the tooling, pipelines, and automation that make that modeling fast, accurate, and scalable — while building and managing the team that delivers it. The Director translates portfolio-level model output into underwriting guidance, sets technical standards for the function, and represents catastrophe risk analytics to underwriting and executive leadership. What will your job entail? What You’ll Do Team & Strategic Leadership Build, manage, and mentor a team blending catastrophe modeling analysts and technical/automation developers. Mentor, guide, and train portfolio modeling managers across the team, building bench strength and consistent technical standards for the...
Ryan Specialty Chicago, IL Full Time

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy