Underwriter Jobs Jobs (NOW HIRING)

Position Summary:

Are you an experienced commercial insurance underwriter who thrives at the intersection of risk, compliance, and operational excellence? Prestige Trucking Insurance is looking for a sharp, driven Underwriter to play a pivotal role in one of the most dynamic segments of the insurance industry — commercial trucking. In this role, you won't just be reviewing policies from behind a desk. You'll be a key decision-maker, directly influencing how the company evaluates and manages commercial auto risks, maintains carrier relationships, and drives profitability across departments. You'll evaluate, analyze, and underwrite commercial auto risks, ensure compliance with carrier guidelines, and help keep every department aligned with underwriting standards, company policies, and customer satisfaction goals. If you bring a strong foundation in commercial auto underwriting, sound judgment under pressure, and a natural ability to build lasting relationships with agents and carriers — this is the opportunity to make a real impact at a company that values expertise and initiative.

Essential Duties / Responsibilities:

Knowledge / Skills / Abilities (KSA’s):

• Strategic Thinking -- Ability to assess departmental performance, identify trends, and make forward-looking decisions that align underwriting operations with company growth and long-term objectives.
• Problem Solving -- Ability to identify operational, compliance, and workflow challenges and implement effective, timely solutions to improve efficiency and accuracy.
• Technical Underwriting Knowledge -- Strong understanding of commercial trucking insurance underwriting, including auto liability, binding, renewals, audits, and carrier-specific guidelines.
• Regulatory & Compliance Knowledge -- Working knowledge of state regulations, carrier requirements, and internal underwriting guidelines, with the ability to ensure ongoing compliance and communicate changes effectively.
• Risk assessment -- Strong ability to utilize data to analyze risk, determining what can be minimized or how to price accordingly.
• Oral Communication -- Ability to clearly communicate expectations, feedback, and complex underwriting concepts to department managers, carriers, and senior leadership.
• Written Communication -- Ability to prepare clear, concise reports, documentation, and written correspondence for internal teams, carriers, and senior management.
• Interpersonal Skills -- Ability to build and maintain effective working relationships with department managers, carriers, and cross-functional teams while addressing issues professionally.
• Organizational & Quality Management -- Strong ability to manage multiple departments, prioritize competing deadlines, and maintain high standards of accuracy, quality, and consistency.
• Judgment & Decision-Making -- Ability to exercise sound judgment when evaluating risk, resolving escalated cases, and making decisions that balance compliance, efficiency, and customer satisfaction.
• Ethics & Professionalism -- Commitment to ethical conduct, confidentiality, and professionalism while representing the company internally and externally.
• Initiative & Innovation -- Proactive approach to identifying improvement opportunities, recommending new processes, and supporting operational and market growth initiatives.
• Dependability & Accountability -- Consistent reliability in meeting deadlines, following through on commitments, and taking ownership of departmental outcomes.

Minimum Qualifications:

Required:

• Bachelor’s degree in Business, Finance, Insurance, or a related field, or equivalent industry experience.
• Minimum of 5–7 years of experience in commercial insurance underwriting, preferably within trucking or transportation insurance.
• Proven experience managing or overseeing multiple departments or functional teams.
• Strong working knowledge of commercial auto liability, binding, renewals, audits, and carrier guidelines.
• Experience ensuring compliance with state regulations and carrier underwriting requirements.
• Proficiency in underwriting systems, policy management platforms, and reporting tools.

Preferred:

• Advanced underwriting certifications (e.g., CPCU, AU, ARM, or similar).
• Prior experience in a Managing General Agency (MGA) or specialty insurance environment.
• Demonstrated experience working directly with carriers and negotiating underwriting expectations.
• Experience supporting business growth initiatives and market expansion strategies.
• Track record of automating and streamlining risk review processes.
• Proven ability to leverage data in risk analysis and strategic decision making.

Physical Demands and Work Environment: