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61 Trainee jobs found

GEICO
08/18/2026  
Auto Damage Trainee (Field)
Why Join GEICO? 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 on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.   Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. 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. Please note: This is not a remote role; you will be required to work in the territory listed on the job posting. Your Impact at GEICO            As a Field   Auto Damage Trainee,   you’ll...
GEICO Downers Grove, IL Full Time
GEICO
07/31/2026  
Auto Damage Trainee (Field)
Why Join GEICO? 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 on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.   Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. 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. Please note: This is not a remote role; you will be required to work in the territory listed on the job posting.   Your Impact at GEICO            As a Field   Auto Damage Trainee,   you’ll...
GEICO Chicago, IL Full Time
Markel
08/24/2026  
Markel 2027 Underwriting Training Program - Central
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to develop skills to review, analyze, accept and decline risks to ensure profitability for Markel. Communicate with underwriting management, product line leaders, colleagues, data analysts, and current and proposed producers. Become familiar with and execute upon underwriting guidelines, policies and procedures. Additionally trainees will be exposed to data analytics and digital technologies that focus on the future of underwriting in the insurance industry. Upon...
Markel Chicago, IL Full Time
Auto-Owners Insurance
05/09/2026  
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
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
Auto-Owners Insurance
05/09/2026  
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
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
Berkley
06/11/2026  
Contract Surety Manager
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 Manage, produce and underwrite new and renewal business from assigned agents/brokers in the primary line of business. Consistently achieve budgeted financial results (premium volume, loss ratio, premium collections and expense management...
Berkley Chicago, IL
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
09/04/2026  
Administrative Assistant II
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 general supervision performs complex administrative support on day to day operational matters in an operations, corporate services, or sales area. Interacts and resolves issues which may be sensitive and confidential in nature. Collaborates with others acting as liaison between management and other business units. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Assists management in the coordination of organizational administration activities which may include but would not be limited to performance reviews, cost center updates, customer issues etc., and within scope of authority,...
CNA Chicago, IL Full Time
EquiTrust Life Insurance Company
09/02/2026  
Staff Accountant
About Us: EquiTrust Life Insurance Company is a national carrier of competitive, client-friendly annuity products sold through a variety of distribution channels, including more than 20,000 independent agents and independent marketing organizations (IMOs). Since 2003, we have provided exceptional customer service to our clients by operating with integrity and passion. Our efforts are supported by a dedicated workforce who execute their responsibilities through teamwork and an entrepreneurial spirit. EquiTrust sells products nationwide and is headquartered in Chicago, Illinois, with operations in West Des Moines, Iowa. How You’ll Contribute: As a Staff Accountant, you will support daily financial reporting and accounting activities, including reconciliations, journal entries, financial analysis, and general ledger maintenance. You will contribute to monthly and quarterly close processes and assist with financial statements, regulatory filings, and audit requests. This...
EquiTrust Life Insurance Company Chicago, IL Full Time
AmTrust Financial
09/02/2026  
Regional Sales Manager
Overview AmTrust Financial Services is seeking a Regional Sales Manager responsible for the marketing and sales of Workers Comp, BOP, Commercial package, and other specialty lines coverages to independent agencies. We are looking for a collaborative Sales Leader with strong communication skills and the ability to read, analyze and champion for our strategic initiatives and goals. Consistently delivers on AmTrust revenue goals and demonstrates a vision for sales success within our framework of corporate values.    This is an outside sales position, which may require extensive travel throughout the territory of Northern Illinois and other states as necessary. Responsibilities Sets appointments and conducts face-to-face meetings with independent insurance agencies and brokers throughout the assigned territory. Executes territory marketing strategy to drive new business premium growth Works closely with underwriting to...
AmTrust Financial 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
EquiTrust Life Insurance Company
09/01/2026  
Investment Accountant/Senior Investment Accountant
About Us: EquiTrust Life Insurance Company is a national carrier of competitive, client-friendly annuity products sold through a variety of distribution channels, including more than 20,000 independent agents and independent marketing organizations (IMOs). Since 2003, we have provided exceptional customer service to our clients by operating with integrity and passion. Our efforts are supported by a dedicated workforce who execute their responsibilities through teamwork and an entrepreneurial spirit. EquiTrust sells products nationwide and is headquartered in Chicago, Illinois, with operations in West Des Moines, Iowa. How You’ll Contribute: As an Investment Accountant or Senior Investment Accountant, you will support investment accounting, financial reporting, data integrity, and reconciliation activities across EquiTrust’s investment portfolio. You will work closely with the Investment Accounting team and other business partners to record and analyze investment...
EquiTrust Life Insurance Company Chicago, IL Full Time
AIG
08/29/2026  
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
Dual North American - Howden Group Holdings
08/29/2026  
AVP/VP Underwriting Builders Risk
At DUAL North America, our core values dictate how we live and work. We are a group with independence and people at its heart and we are a home for talent with a unique culture: the biggest small company in the world. The focus on being a People First business has always been at the very heart of the Group; Our vision was to create an independent business with a unique culture and one that would survive and thrive as a business controlled by the people working for it. And finding the most talented and entrepreneurial people to join the Group has been and will continue to be key. DUAL North America, Inc. is seeking a AVP/VP Underwriting Builders Risk Classification: Exempt/Full-time Reports to: SVP Underwriting or above Travel: Up to 30% or more Salary: $140,000.00- $200,000.00 Role overview DUAL North America is seeking an AVP/VP Underwriter for the Builders Risk division.    At DUAL, AVP/VP Underwriters play a critical leadership role in defining the...
Dual North American - Howden Group Holdings Chicago, IL Full Time
Freeway Insurance Services America
08/28/2026  
District Sales Manager
Starting pay at $65,000 base plus monthly bonus and annual bonus opportunities,  Our Perks: Commission & Bonus Eligibility Recognition Culture & Leadership Development Competitive Vacation & Sick Time Package Comprehensive Benefits package including medical, dental, vision and life insurance Retirement Plan: A 401K plan with a percentage of company-matched contributions Fitness: We reimburse up to $10 a month to an employee for their gym Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance Our Company: Confie and its family of companies - Freeway, Baja, Bluefire & others - is one of the largest privately held insurance brokers in the United States and has been...
Freeway Insurance Services America Chicago, IL Full Time
Flagstar Bank
08/28/2026  
Relationship Manager Team Lead-Commercial Real Estate
Position Title Relationship Manager Team Lead-Commercial Real Estate   Location Work From Home IL, IL 62629   Job Summary The Relationship Manager Team Lead-Commercial Real Estate manages commercial loan relationships of all levels of complexity.  Manages and provides guidance to CRE Relationship Managers in the negotiation and structure of deals. Independently generates and assists team with new business and relationships that will produce revenue from companies, sponsors, developers and businesses. Generates deal flow directly from these clients/prospects and orchestrates a team approach to the relationship.  Facilitates the team’s collaboration with product specialists, portfolio managers (credit, underwriting, transaction approvals/processing) and operational support specialists. Provides oversight and guidance in the origination, negotiation, structuring, pricing, underwriting, and closing of loans. Manages the team’s monitoring of portfolio quality and ensures...
Flagstar Bank 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
AAA - Auto Club Group (ACG)
08/21/2026  
Automotive Technician (General Service, C, B & A Levels)
Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Locatio n Details:   This is an onsite position located in our Wheaton Car Care Facility.   Position Schedule/Shift:   Service center hours are Monday–Friday, 7:30 a.m.–6:00 p.m., and Saturday, 8:00 a.m.–4:00 p.m. Schedule and shift assignments will depend on the technician position and level.     Position Summary :     ACG Car Care Technicians complete routine scheduled maintenance service on automobiles and trucks, as directed by a manager or Service Advisor. They spend their day performing basic automotive repair,  adjustments  and maintenance procedures, including, but not limited to; oil changes, tire replacement & repairs and general vehicle maintenance.     Key   Responsibilities :   General Service Tech:    Drive vehicles into service bays, prepare them for, and complete digital vehicle...
AAA - Auto Club Group (ACG) Wheaton, IL Full Time

 

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