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Contractor Insurance Jobs in Kentucky (NOW HIRING)

Benefits include Medical, Dental, and Vision Insurance, a 401(k) Plan, and Pre-Tax Flexible ... Currently, we are seeking an Independent Contractor - Response Division to serve on an on-call ...

$300/day

Licensing & Insurance: Hold a valid driver's license and commercial insurance coverage with a ... Embrace the freedom of managing your own independent contractor business. * Earn Competitive Pay:

Contractors need liability insurance and workers comp * Access to your own smart phone & Internet Handyman Connection is strongly considering candidates with experience as a Home Improvement ...

Pathmark Transportation is looking for quality independent contractor, Local and OTR Road in our ... Provide a valid insurance that meets company standards * Must own a 26FT Box truck or a Day Cab ...

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 ...

As an independent contractor licensed insurance agent with HealthMarkets, you'll be collaborating with one of the largest independent health insurance agencies in the US. You'll have the opportunity ...

Coach newly onboarded contractors through orientation and readiness for field-based insurance claim inspections * Lead onboarding activities, including systems, processes, inspection standards, and ...

Showing results 21-40

Contractor Insurance information

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 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 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 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 does contractor insurance do?

Contractor insurance provides coverage for contractors against risks such as property damage, liability claims, and worker injuries. It helps protect their business assets and ensures compliance with legal requirements, often including general liability and workers' compensation policies.

What are popular job titles related to Contractor Insurance jobs in Kentucky?

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

What cities in Kentucky are hiring for Contractor Insurance jobs?

Cities in Kentucky with the most Contractor Insurance job openings:

Infographic showing various Contractor Insurance job openings in Kentucky as of September 2026, with employment types broken down into 80% Full Time, 5% Part Time, and 15% Contract. Highlights an 90% In-person, and 10% Remote job distribution.

Sprinter & Cargo Van Independent Contractor - Kentucky State

Lexington, KY β€’ On-site

$2.0K - $4.5K/wk

Full-time

Re-posted 14 days ago


Job description

Join ODYSSEIA Inc.

Apply Here:
  • https://docs.google.com/forms/d/1Y2_yqL1cuvdVXJVY2fVZI8WnDCRsmKURQX3Y8-3XYhM/edit
  • Learn more about us:  https://www.odysseia-transport.com/
  • Instagram: https://www.instagram.com/odysseia.inc

ODYSSEIA Inc. is an established carrier company seeking Sprinter Van & Cargo Van independent drivers to cooperate under an Independent Contractor Agreement.
We are also looking for 12–14 ft box trucks (under 10,000 lbs GVW).
Driver & Equipment Requirements: 
  • 2016+ Cargo Van or Sprinter (NO rental vehicles).
  • Minimum cargo space: 120 x 50 x 50 inches (L x W x H).
  • No MC / No authority required.
  • 1+ years of driving experience.
  • Driving record is required.
  • No decals, stickers, or logos on the van.
  • Must install tracking apps (Macropoint, Trucker Tools).

Insurance Requirements:
  • $1,000,000 Commercial Auto Liability.
  • $100,000 Motor Truck Cargo (max $1,000 deductible).

What We Offer: 
  • We are ready to pay $1.20 per loaded mile for local loads and $0.90–$1.00 per loaded mile for long-haul runs, depending on distance and lane. 
  • Freight across the US & Canada.
  • Local / Regional / OTR loads.
  • No forced dispatch.
  • No-touch freight.
  • Flexible schedule.
  • Detention of $30 per hour & layover compensation of $150 per night always!
  • Non-exclusive Independent Contractor Agreement. 

Contact Our HR Team: 
  • HR Department: HR@odysseia.one
  • Olha Alison – (667) 400-4577 – olha@odysseia.one
  • Mary Kolten – (667) 239-2774 – mary@odysseia.one
  • Diana Sidey – (667) 290-9167 – diana@odysseia.one
  • Kate Fisher – (667) 895-3550 – kate@odysseia.one
  • Anastasia Laryngton – (667) 354-5997 – anastasia@odysseia.one
  • Anna Moroz –  (667) 354-5699 – anna@odysseia.one
  • Tessa Tolvin –  (667) 400-6019 –  tessa@odysseia.one
  • Alexis Larson - (667) 309-9585 -  alexis@odysseia.one