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Contractor Insurance Jobs in Ontario (NOW HIRING)

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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 Ontario?

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

What job categories do people searching Contractor Insurance jobs in Ontario look for?

The top searched job categories for Contractor Insurance jobs in Ontario are:

Contractor Insurance jobs near you
Infographic showing various Contractor Insurance job openings in Ontario 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.

Insurance Sales Associate

Oakville, ON • On-site

Kathleen King - Desjardins Insurance Agent
See more jobs at Kathleen King - Desjardins Insurance Agentexternal

Full-time, Contractor

Re-posted 2 days ago

Job description

Insurance Sales Representative - Desjardins Agent Team Member

Location: Burlington, ON
Type: Full Time, Permanent - $40,000 Salary plus commissions and bonus

Position Overview:

Are you outgoing and customer-focused? Do you enjoy working with the public? Are you excited to receive annual bonuses if you achieve your goals? If you answered yes to these questions, working for a Desjardins independent contractor agent may be the career for you! We are a boutique-style office, located in Burlington south and we would love to meet you!

Responsibilities:

  • Develop leads, schedule appointments, identify customer needs, and market appropriate products and services.
  • Provide prompt, accurate, and friendly customer service. Service can include responding to inquiries regarding insurance availability, eligibility, coverages, policy changes, transfers, claim submissions, and billing clarification.
  • Work with the agent to establish and meet sales goals.

Requirements:

  • OTL or RIBO preferred (Insurance License) ( if not training will be provided)
  • Sales experience preferred
  • Successful track record of meeting sales goals/quotas preferred
  • Excellent interpersonal skills
  • Excellent communication skills - written, verbal, and listening
  • Proactive in problem-solving
  • Dedicated to customer service
  • Ability to multi-task
  • Ability to make presentations to potential customers
  • Property & Casualty license (preferred/must be able to obtain)

Paid training for licensing will be provided

These positions are with an independent contractor agent that is part of the Desjardins exclusive agent network, not with Desjardins Group or its subsidiaries. This agents’ employees are not employees of Desjardins. Independent contractor agents are responsible for and make all employment decisions regarding their employees.