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Posted May 12, 2026

Entry-Level Underwriting Assistant Trainee Opportunity in Commercial Property and Casualty Insurance - Fully Remote at GNY

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Join a Legacy Insurer: Launch Your Career in Commercial Insurance with GNY

Greater New York Mutual Insurance Company (GNY), a super-regional leader in commercial property and casualty insurance, is seeking highly motivated individuals to embark on a rewarding career as an Underwriting Assistant Trainee. With over 100 years of expertise and an A+ rating, GNY is committed to providing innovative insurance solutions for business owners and property managers. As a fully remote opportunity, you can be part of our dynamic team from anywhere, enjoying a flexible work environment that fosters growth and development.

About the Role: Underwriting Assistant Trainee

GNY is offering an exciting entry-level opportunity for individuals looking to start a career in the insurance industry. As an Underwriting Assistant Trainee, you will play a crucial role in supporting our underwriters in the preparation and servicing of new and renewal accounts. This is a unique chance to gain hands-on experience and insights into the world of commercial insurance underwriting.

Key Responsibilities

Essential Qualifications and Skills

To succeed in this role, you will need:

Training and Career Development

GNY is committed to your growth and development. The Underwriting Assistant Trainee program includes a comprehensive training period that lasts approximately four to five months. This live training program is conducted remotely and is designed to equip you with the knowledge and skills necessary to excel in your role. Upon successful completion of the training and passing the required exam, you will be considered for a permanent position within the company.

What We Offer

At GNY, we believe in rewarding our employees for their hard work and dedication. The salary range for this role is $36,300 - $60,900, with the actual salary potentially varying based on performance, education, experience, and other factors. Beyond base pay, our total compensation package includes eligibility for an annual discretionary bonus based on performance. We also offer a comprehensive benefits package and a work environment that is both challenging and rewarding.

Work Environment and Culture

GNY prides itself on its dynamic and inclusive work culture. As a fully remote organization for this role, you will enjoy the flexibility of working from anywhere while being part of a collaborative and supportive team. Our culture is built on a foundation of innovation, integrity, and customer focus, providing a stimulating environment where you can grow professionally and personally.

Why Join GNY?

How to Apply

If you are a motivated individual looking to start a rewarding career in commercial property and casualty insurance, we encourage you to apply for the Underwriting Assistant Trainee position at GNY. With a commitment to excellence and a passion for customer service, you can be a valuable addition to our team. Don't miss this opportunity to launch your career with a leading insurer known for its financial stability and innovative insurance solutions.

Apply now and take the first step towards a fulfilling career in insurance underwriting with GNY.

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