Job Description

About the Company

Golden Bear Insurance is a leading provider of excess and surplus (E&S) insurance solutions, offering innovative and tailored coverage to meet the unique needs of our clients. We specialize in underwriting high-risk and hard-to-place business across multiple industries, leveraging our expertise and strong market relationships to deliver comprehensive risk solutions.

About the Role

We’re looking for a motivated and detail-oriented Commercial Property Underwriter Trainee to join our dynamic underwriting team. This is a full-time, entry-level role designed for individuals seeking to launch a career in commercial property underwriting within the fast-paced E&S marketplace. As a trainee, you'll participate in a comprehensive training program that combines classroom instruction, mentorship, and hands-on experience. You’ll learn how to evaluate risk, price complex property exposures, and work with brokers to deliver tailored solutions in a constantly evolving market.

Responsibilities

• Participate in structured training to learn core underwriting principles, systems, and strategies.
• Assist senior underwriters in analyzing new and renewal submissions for commercial property accounts.
• Learn how to assess property exposures such as construction, protection, occupancy, and catastrophe modeling.
• Help gather underwriting information, calculate pricing, and prepare quote proposals.
• Develop an understanding of E&S market dynamics and appetite.
• Build relationships with wholesale brokers and internal stakeholders.
• Maintain accurate documentation within underwriting systems and files.
• Take initiative to complete assigned projects and training milestones.

Qualifications

Bachelor’s degree (preferred in Risk Management, Business, Finance, or related field).

Required Skills

Strong analytical, critical thinking, and communication skills.

Preferred Skills

Eagerness to learn, high attention to detail, and a collaborative mindset. Comfortable working in a fast-paced, dynamic environment with diverse risks. Proficiency in Microsoft Office Suite (especially Excel). Prior internship or exposure to commercial insurance or underwriting a plus, but not required.

Pay range and compensation package

$55,000 - $75,000 + benefits

A structured underwriting training program with mentorship from seasoned professionals. Competitive salary and benefits package. Hybrid or remote work flexibility (depending on location). Exposure to a wide range of risks and underwriting strategies in the E&S market. Career development opportunities within a growing and innovative company culture.

Equal Opportunity Statement

We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, disability, or veteran status.

Ready to take the first step into a bold career in E&S underwriting? Interested candidates should submit their resume and a brief cover letter to [email protected]

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