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Remote Underwriting Supervisor | WFH

Remote, USA Full-time Posted 2026-06-16

Job Overview We are seeking a committed and knowledgeable Underwriting Supervisor to lead an exceptional team focused on commercial trucking insurance. This remote role is pivotal in overseeing underwriting operations, offering expertise on complex cases, and guiding the team to meet business objectives. The perfect candidate will exhibit strategic insight, outstanding leadership abilities, and a comprehensive understanding of the commercial trucking insurance sector. Key Responsibilities • Lead and nurture a team of underwriters, promoting professional development and a culture of high performance. • Supervise the assessment of new and renewal business to ensure compliance with underwriting standards and profitability benchmarks. • Provide specialized technical support for complex or high-value accounts. • Assess team performance metrics and introduce initiatives to achieve or surpass departmental targets. • Collaborate with marketing, claims, and risk management divisions to create customized solutions for clients. • Foster constructive relationships with agency partners. • Analyze industry trends and adapt underwriting approaches to sustain a competitive advantage. • Ensure adherence to all regulatory mandates and internal protocols. • Engage in the recruitment, training, and performance assessment of team members. • Be prepared to travel up to 40%. Required Skills • In-depth knowledge of the commercial trucking insurance landscape, encompassing risk evaluation and pricing methodologies. • Strong communication, decision-making, and problem-solving capabilities. • Proven track record in leading and developing a team in a dynamic environment. • Professional designations such as CPCU, AU, or ARM are highly regarded. Qualifications • Bachelor's degree in Business, Finance, Insurance, or a related field (or equivalent professional experience). • A minimum of 5 years of experience in commercial underwriting, including at least 2 years in a leadership capacity.

Career Growth Opportunities

Our organization is committed to the continuous professional development of its employees. We provide numerous opportunities for ongoing education and monetary awards for professional growth, ensuring that our team members have the necessary resources and support to advance their careers. Company Culture And Values With over 65 years of experience, our company champions the success, well-being, and happiness of its employees. We cultivate a workplace where contributions are acknowledged, and growth is actively promoted, with a strong emphasis on exceptional customer service. Join us today and contribute to our mission of supporting the nation's economy, one mile at a time. Employment Type: Full-Time Apply Job!

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