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Flexible Esurance Jobs (NOW HIRING)

HDVI

Physical Damage Adjuster

Greenville, SC · On-site

HDVI is co-founded by a former Esurance co-founder, and has a senior management team with ... 401k, flexible work environment, and unlimited PTO. About the Role As an HDVI Physical Damage ...

HDVI

Physical Damage Adjuster

Spartanburg, SC · On-site +1

HDVI is co-founded by a former Esurance co-founder, and has a senior management team with ... 401k, flexible work environment, and unlimited PTO. About the Role As an HDVI Physical Damage ...

HDVI

Liability Adjuster

Spartanburg, SC · On-site +1

HDVI is co-founded by a former Esurance co-founder, and has a senior management team with ... 401k, flexible work environment, and unlimited PTO. About the Role As a Liability Adjuster, you ...

HDVI

Liability Adjuster

Greenville, SC

HDVI is co-founded by a former Esurance co-founder, and has a senior management team with ... 401k, flexible work environment, and unlimited PTO. About the Role As a Liability Adjuster, you ...

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As of Sep 5, 2026, the average hourly pay for flexible esurance in the United States is $52.84, according to ZipRecruiter salary data. Most workers in this role earn between $40.38 and $64.66 per hour, depending on experience, location, and employer.

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Infographic showing various Flexible Esurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $109,905 per year, or $52.8 per hour.

Physical Damage Adjuster

HDVI

Greenville, SC • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 27 days ago

Job description

What 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 hasn't 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
As an HDVI Physical Damage Adjuster, you will work closely with HDVI's Claims and Fleet Services Teams. The ideal candidate will have extensive knowledge of handling all aspects of Commercial Heavy Trucking claims inclusive of Third Party Auto Property Damage, First Party Auto Property Damage and Cargo claims.  You will be responsible for influencing and providing claim resolution and tactical guidance to both internal and external customers in order to achieve world class claims outcomes. The Physical Damage Adjuster role is an associate level position with senior level growth potential as the company expands. Please note that this is a remote position.
What You'll Do
  • Responsible for the handling of all aspects of first and third party Property Damage claims stemming from accidents involving tractor-trailers
  • Responsible for the handling of all aspects of Cargo claims
  • Be adaptable to various business demands and willing to assist with special claims projects and other duties as assigned 
  • Participate in regular claims reviews with both internal and external customers
  • Maintain current knowledge of insurance contracts and industry trends by proactively maintaining required adjuster license(s) 
  • Provide technical expertise in response to inquiries from internal and external customers
What You Have
  • Experience with analyzing, determining and applying coverage for Commercial Trucking claims
  • Ability to work in a rapidly evolving, high-growth environment with the ability to collaborate across and within different levels of the organization 
  • Excellent communication skills (verbal/written) and strong negotiation skills
  • Strong time management, organizational and problem-solving skills
  • Ability to adapt, embrace the unknown and shift priorities 
  • Willingness to look outside your day to day to ensure you keep learning and growing in a startup environment
Preferred Skills
  • 1-2 years of Commercial Trucking preferred
  • Extensive experience across all technical areas of Commercial Auto inclusive of but not limited to Physical Damage, Auto Liability, First Party Medical / Personal Injury Protection, Motor Truck Cargo and Truckers General Liability
  • College Education
  • Active Adjusters License - strongly preferred
  • Strong analytical, critical thinking, and problem-solving skills
  • Proficiency in Google Suite, Snapsheet, Microsoft Office and Adobe Acrobat
  • Experience with self-insured retention (SIR), large deductibles and claims involving Independent Owner Operators (IOO) 
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 contribution
  • Inclusive 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
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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