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Contractor Insurance Jobs in Cleveland, OH (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Cleveland, OH

As an independent contractor licensed insurance agent with HealthMarkets, youll be collaborating with one of the largest independent health insurance agencies in the US. Youll have the opportunity to ...

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All JobsContractor Insurance JobsContractor Insurance Jobs in Cleveland, OH

Contractor Insurance information

See Cleveland, OH salary details

$36.4K

$80.3K

$118.8K

How much do contractor insurance jobs pay per year?

As of Aug 14, 2026, the average yearly pay for contractor insurance in Cleveland, OH is $80,300.00, according to ZipRecruiter salary data. Most workers in this role earn between $64,500.00 and $96,000.00 per year, depending on experience, location, and employer.

What is the difference between Contractor Insurance vs Subcontractor Insurance?

AspectContractor InsuranceSubcontractor Insurance
Required CredentialsGeneral liability, workers' compensation, commercial autoSimilar credentials, often with specialized coverage for subcontracted work
Work EnvironmentMain contractor overseeing projectsPerforming specific tasks under a contractor
Employer & Industry UsageUsed by general contractors and construction firmsUsed by subcontractors and specialty trade workers
Comparison Search IntentUnderstanding coverage differences for contractorsUnderstanding coverage for subcontracted work

Contractor Insurance covers general contractors managing entire projects, while Subcontractor Insurance is tailored for subcontractors performing specialized tasks. Both require similar credentials but serve different roles in the construction industry. Understanding these differences helps ensure proper coverage and risk management for each party involved.

What is contractor insurance?

Contractor insurance is a type of business insurance designed to protect contractors and construction professionals from financial losses related to their work. It typically covers risks such as property damage, bodily injury to third parties, and legal costs arising from accidents or mistakes on the job. Common types of contractor insurance include general liability, workers’ compensation, and tools and equipment coverage. Having the right insurance helps ensure contractors meet legal requirements and client expectations, and provides peace of mind while working on projects.

What are some common challenges faced by professionals working in contractor insurance, and how can they be addressed?

Professionals in contractor insurance often navigate challenges such as keeping up with changing regulations, accurately assessing risk for a diverse range of contracting businesses, and clearly communicating policy details to clients who may be unfamiliar with insurance terminology. Staying updated through ongoing education and industry resources, collaborating closely with underwriters and risk assessors, and developing strong client communication skills can help address these challenges. Teamwork within the agency and regular training sessions also play a crucial role in effectively managing client expectations and ensuring compliance.

What are the key skills and qualifications needed to thrive as a contractor insurance specialist?

To thrive as a Contractor Insurance Specialist, you need a solid understanding of insurance products, risk assessment, and relevant legal regulations, typically supported by a state insurance license. Familiarity with insurance management software, quoting systems, and CRM platforms is essential for efficiency and accuracy. Strong interpersonal, negotiation, and problem-solving skills help build client trust and tailor solutions to unique contractor needs. These competencies are crucial for ensuring clients have appropriate coverage, mitigating risk, and maintaining a competitive edge in the insurance industry.

What are popular job titles related to Contractor Insurance jobs in Cleveland, OH?

For Contractor Insurance jobs in Cleveland, OH, the most frequently searched job titles are:

What job categories do people searching Contractor Insurance jobs in Cleveland, OH look for?

The top searched job categories for Contractor Insurance jobs in Cleveland, OH are:

What cities near Cleveland, OH are hiring for Contractor Insurance jobs?

Cities near Cleveland, OH with the most Contractor Insurance job openings:

Contractor Insurance jobs near you
Infographic showing various Contractor Insurance job openings in Cleveland, OH as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $80,300 per year, or $38.6 per hour.

Final Mile Independent Contractor

Pride Delivery and Installation

Parma, OH • On-site

Contractor

Re-posted 9 days ago

Job description

Final Mile Contractor Delivery Teams Wanted

Appliance Delivery & Installation Opportunities

Pride Delivery and Installation LLC is looking for professional, reliable contractor delivery teams for appliance delivery and installation routes in multiple markets.

Appliance delivery and installation is the primary work in all locations. Depending on the market, additional opportunities may also be available for cabinet, window and door, or mattress delivery.

Don’t have your own DOT number, operating authority, insurance, truck, or equipment yet? We can help.

Pride offers a contractor support program designed to help qualified teams get started quickly with less upfront cost. For approved contractors, we provide access to:

  • Operating authority and insurance coverage for assigned routes
  • Onboarding orientation and setup support
  • A “Truck in a Box” starter setup, including tools, dollies, and uniforms
  • No upfront equipment cost, with deductions made gradually from settlements
  • Favorable truck rental options, also deducted from settlement
  • Local routes with consistent weekly opportunity
  • Competitive weekly minimum rates
  • Weekly settlements
  • MondayFriday operation, with up to 5 days available
  • Typical workday ending by 5:00 p.m.
    • Primary Work:
  • Major appliance delivery and installation
  • Removal and disposal of existing appliances
  • Customerfacing inhome delivery service
  • Safe handling of product, property, and customer homes
    • Additional Opportunities by Location:
  • Cabinet delivery
  • Window and door delivery
  • Mattress delivery
  • General freight opportunities when available
    • What You Need to Get Started:
  • A legal business entity in good standing
  • A qualified driver
  • A qualified installer/helper
  • Professional appearance and customer service skills
  • Ability to pass background check requirements
  • Commitment to safe, reliable, and professional delivery service
  • Previous appliance delivery and installation experience is preferred. Strong experience in delivery, installation, moving, contractor work, home services, or customerfacing field work may also be considered.
    • About Pride Delivery and Installation LLC:

    Pride Delivery and Installation LLC operates in Cleveland, OH; Columbus, OH; Plant City, FL; Romulus, MI; Grand Rapids, MI; and Traverse City, MI. We specialize in major appliance delivery and installation, with a focus on professional service, customer satisfaction, and contractor success.

    Ready to build your delivery business without the heavy upfront startup cost?

    Apply today to learn more about contractor opportunities with Pride Delivery and Installation LLC.

Apply