Senior Fleet Underwriter
Posted 2025-04-05What we do
High Definition Vehicle Insurance (HDVI): Technology meets Insurance. HDVI brings telematics, software and data together with commercial trucking insurance, taking transportation insurance and fleet risk management to the next level. Our platform arms fleets with an end-to-end solution that empowers them to save money, mitigate risk, and increase operational efficiencies. Our customers are small to midsize truck fleet operators who benefit from dynamic and transparent pricing  automatically reducing their premiums for safer driving. Leveraging a best-in-class partner ecosystem, HDVI combines magnitude and stability with innovation to revolutionize the commercial trucking insurance space.
Why work here
HDVI is building the industry defining commercial auto insurance company for the next 100 years. The $50 billion commercial auto industry hasnÂt seen real innovation for decades and is broken in a number of ways, creating a significant opportunity for HDVI. HDVI is co-founded by a former Esurance co-founder, and has a senior management team with experience building innovative insurance and logistics companies from zero to $1B+ enterprises, and deep expertise in trucking insurance. HDVI is well-funded by leading logistics and mobility-focused venture capital firms and strategic investors including Munich Re, Daimler Trucks and Qualcomm. The HDVI Team is values-driven, data-driven, ambitious, and collaboratively minded with a diverse background of experiences and skills in the insurance and logistics industries. We like challenges and building solutions that improve the quality of life for our customers. We offer generous benefits, including employee stock options, health, dental, vision, 401k, flexible work environment, and unlimited PTO.
About the Role
Senior Fleet Underwriters at HDVI work in an exciting and collaborative environment selecting and pricing commercial trucking fleets. Our Underwriting team leverages traditional truck underwriting methods supplemented with advanced telematics data. You will have access to a market-leading insurance product that continuously incentivizes safety with a dynamic pricing structure. YouÂll be equipped with telematics-based fleet, driver, and vehicle statistical models. You will be underwriting competitive products on A.M. Best A- rated and admitted paper. As a core member of a growing team, your input and feedback will impact the future strategy and direction of our company.
You will work closely with a select group of appointed retail agency partners that specialize in trucking. Our underwriting team is aided by our risk management group, HDVI Fleet Services, in pre-inspection and mid-term monitoring of book health. YouÂll be supported by our Underwriting Analysts, who assist by providing detailed analyses of driving behavior, past and forecasted losses, FMCSA and telematics data, trade routes, and more.
What You'll Do
 Determine individual risk acceptability based on underwriting criteria
 Examine risk for unique exposures within coverages offered
 Assess risk quality using advanced underwriting information, like telematics data, in supplement to traditional transportation underwriting information
 Develop adequate premium through objective and detailed analyses
 Grow a profitable book of business
 Monitor the health of your portfolio
 Master the coverages offered and share your expertise with agency partners
 Manage agency relationships
 Maintain familiarity with competitive landscape and trucking industry trends
What You Have
 5+ years of commercial auto underwriting experience
 Comprehensive knowledge of the coverages underwritten - Commercial Auto Liability & Physical Damage, Motor Truck Cargo, and Truckers General Liability
 Outstanding customer service skills
 Excellent written and verbal communication skills
 Proficiency in Microsoft Office Suite
Preferred Skills
 5+ years of commercial truck underwriting experience
 CPCU, ARM, or equivalent designation
 College education
 Advanced Excel skills
Benefits
 Competitive salary & stock options - we want our success to be yours too
 Unlimited PTO with 11 paid holidays each year
 Medical, Dental, Vision, Short/Long Term Disability, Basic Life, and AD&D to support you and your well-being
 FSA / HSA programs
 401(k) retirement plan with company match contributionInclusive Parental Leave policy that supports all parents
 Wednesdays are standing meeting-free, allowing you to focus on deep work without distractions
 Birthday meal reimbursement, because celebrating our employees is part of our company culture
 A remote-friendly environment with the opportunity to participate in periodic in-person team offsites
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