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 Commercial Transportation (Commercial Truck) Business Unit at IAT Insurance Group has openings for Associate Underwriters that can be in our Naperville, Illinois location starting June 1st of 2026.

This is a great entry-level career opportunity and/or a great position for someone with several years of industry experience who wants to continue to learn and grow in the insurance industry. Please note, IAT works on a hybrid schedule, working from the office Monday through Wednesday with the option of working remotely Thursday and Friday.

As an Associate Underwriter, you’ll make an impact by:

• Evaluating information to determine risk acceptability, price, and document decisions in accordance with company guidelines and standards.
• Making appropriate decisions based on evaluation of information.
• Effectively communicating and negotiating underwriting and pricing decisions to achieve optimal outcomes and ensure understanding of company direction.
• Documenting decisions in accordance with business unit best practices and regulatory standards.
• Building effective working relationships with assigned agency personnel as well as internal company staff.
• Acting with a sense of urgency on all inquiries/requests.
• Providing unmatched customer service.
• Driving new business opportunities to assigned agents.
• Manage small territory with mentor oversight.
• Assist with various reporting and project needs.
• Performs other duties as assigned.

We’re ready to onboard a candidate with:

• A four-year college degree or equivalent applicable experience (We will consider May 2026 graduates).
• Equivalent is defined as 4 years of applicable insurance industry experience.
• A dynamic personality, a self-starter, and strong communicator.
• A desire to be a relationship builder with an eagerness to learn.
• The desire and ability to travel.
• Excellent oral and written communication skills as well as demonstrated leadership, professionalism, organization, and time management.
• Must be authorized to work in the United States without visa sponsorship by employer, now or in the future.

*Current IAT employees must have been in their role for at least six months and must have received, at a minimum, a “Meets Expectations” during their performance review to be eligible for the program.

Our Culture: IAT is the largest private, family-owned property and casualty insurer in the U.S. I nsurance A nswers T ogether® is how we define IAT, in letter and in spirit. We work together to provide solutions for people and businesses. We collaborate internally and with our partners to provide the best possible insurance and surety options for our customers.

At IAT, we’re committed to driving and building an open and supportive culture for all. Our employees propel IAT forward – driving innovation, stable partnerships, and growth. That’s why we continue to build an engaging workplace culture to attract and retain the best talent.

We offer comprehensive benefits like:

• 26 PTO Days (Entry Level) + 12 Company Holidays = 38 Paid Days Off
• 7% 401(k) Company Match and additional Profit Sharing
• Hybrid work environment
• Numerous training and development opportunities to assist you in furthering your career
• Healthcare and Wellness Programs
• Opportunity to earn performance-based bonuses
• College Loan Assistance Support Plan
• Educational Assistance Program
• Mentorship Program
• Dress for Your Day Policy

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

Compensation:

Please note, that the annual gross salary range associated with this posting is $47,230 – $102,780. This range represents the anticipated low and high end of the base salary for this position. Actual salaries will vary based on a candidate's geographical location related to this specific role. The total compensation will include a base salary, performance-based bonus opportunities, 401(K) match, profit-sharing opportunities, and more.


To view details of our full benefits, please visit

Equal Opportunity Employer


This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.