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Entry Level Commercial Insurance Jobs in Ontario

CA$40K - CA$75K/yr

You will: * Perform clean-and-check inspections on residential & light commercial HVAC systems ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

$20 - $24/hr

... commercial fire alarm, security, camera, and access control systems ... This is an excellent entry-level opportunity for someone looking to develop technical skills, earn ...

... Entry level store position capable of supporting delivery of parts to commercial customers. The ... Group health, dental, disability and life insurance coverage * Employee discounts * Financial ...

... Entry level store position capable of supporting delivery of parts to commercial customers. The ... Group health, dental, disability and life insurance coverage * Employee discounts * Financial ...

Entry Level Commercial Insurance information

What is an entry level commercial insurance job?

An entry level commercial insurance job typically involves assisting with the sale and management of insurance policies for businesses. Employees in these roles may help process applications, gather client information, provide customer service, and support senior agents or underwriters. The position is a great starting point for those looking to build a career in the insurance industry, as it offers exposure to various types of commercial insurance products and the opportunity to learn about risk assessment and policy management. Entry level roles often require strong communication, organizational, and analytical skills.

What are the key skills and qualifications needed to thrive as an entry level commercial insurance professional?

To excel as an Entry Level Commercial Insurance professional, you need a basic understanding of insurance principles, strong analytical abilities, and at least a high school diploma or bachelor’s degree in business or a related field. Familiarity with insurance management software, CRM systems, and sometimes a state insurance license are typically required. Strong communication, attention to detail, and organizational skills help you build client relationships and manage complex policy information. These skills and qualifications are essential for accurately assessing risk, ensuring compliance, and providing excellent client service in a regulated industry.

What are some common challenges faced by entry level commercial insurance professionals, and how can they be overcome?

Entry-level professionals in commercial insurance often encounter challenges such as understanding complex policy language, balancing multiple client accounts, and adapting to the fast-paced nature of the industry. Building strong relationships with mentors, actively participating in training programs, and consistently seeking feedback can help new hires develop their expertise and confidence. Over time, familiarity with industry terminology and effective communication with both clients and underwriters will make navigating these challenges much easier.

What is the difference between Entry Level Commercial Insurance vs Commercial Insurance Agent?

AspectEntry Level Commercial InsuranceCommercial Insurance Agent
CredentialsNone required; may need basic licensingState licensing required; insurance license needed
Work EnvironmentOffice or remote; support rolesClient-facing; office and field work
Industry UsageEntry-level position; support and learningSales and client management role

Entry Level Commercial Insurance roles focus on supporting insurance processes, often requiring basic licensing, while Commercial Insurance Agents actively sell policies and manage client accounts, requiring licensing and sales skills. The roles differ mainly in responsibilities and client interaction, but both operate within the commercial insurance industry.

Can you make a lot of money in commercial insurance?

Entry level commercial insurance roles typically offer starting salaries that increase with experience, skills, and certifications such as CPCU or ARM. While some professionals can earn high incomes through commissions, bonuses, or advancing to senior positions, overall earnings depend on the employer, location, and individual performance.

What are the most commonly searched types of Commercial Insurance jobs in Ontario?

The most popular types of Commercial Insurance jobs in Ontario are:

What are popular job titles related to Entry Level Commercial Insurance jobs in Ontario?

For Entry Level Commercial Insurance jobs in Ontario, the most frequently searched job titles are:

What job categories do people searching Entry Level Commercial Insurance jobs in Ontario look for?

The top searched job categories for Entry Level Commercial Insurance jobs in Ontario are:

Infographic showing various Entry Level Commercial Insurance job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

CA$40K - CA$75K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 19 days ago


Job description

Entry-Level HVAC Technician

Paid Training • Clear Career Path • Hands-On Experience • Take-Home Truck

Location: Hobart
Pay Range: $40,000 – $75,000+ (base pay + commission opportunities)


Start Your HVAC Career with the Industry Leader

Four Seasons Heating, Air Conditioning, Plumbing & Electric — the largest residential HVAC contractor in North America — is hiring motivated individuals ready to start at the ground floor and build a long-term career.

No guesswork. No dead-end job.
We invest in you with paid training, real-world experience, and a clear path to advancement.


Why This Role Is a Great Career Move

  • Paid, hands-on training (ride-alongs + classroom + field work)
  • Year-round, steady work — no seasonal layoffs
  • Clear promotion path from Entry-Level to Full-Service Technician
  • Company vehicle you take home (less commuting, faster mornings)
  • Low on-call rotation — only 1 out of every 6 weeks
  • Earn more as you learn with commission opportunities

What You’ll Be Doing

As an Entry-Level HVAC Technician, you’ll work alongside experienced professionals while learning the trade the right way.

You will:

  • Perform clean-and-check inspections on residential & light commercial HVAC systems
  • Assist senior technicians on service calls
  • Learn basic repairs and diagnostics under supervision
  • Maintain tools, truck, and job sites professionally
  • Build the skills needed to advance into a full-service technician role

What We’re Looking For

  • HVAC Trade School completion
  • EPA Certification (Type I, II, or Universal)
  • Valid driver’s license with acceptable driving record
  • Willingness to work overtime, weekends, and holidays when needed
  • Strong communication skills
  • Dependable, motivated, and eager to learn

What We Offer You

Pay & Career Growth

  • Competitive hourly pay plus commission opportunities
  • Paid training and ongoing education
  • Advancement opportunities based on performance — not tenure

Work-Life Perks

  • Take-home service vehicle
  • Company uniforms and cell phone
  • Authorized time off
  • Predictable on-call schedule

Benefits

  • Medical Insurance (employer subsidized)
  • Accident Insurance
  • Critical Illness Insurance
  • Hospital Indemnity Insurance
  • Dental Plans (free to employees)
  • Vision Plans (free to employees)
  • Short Term Disability (free to employees)
  • Long Term Disability
  • Basic Life Insurance (free to employees)
  • Holiday Pay
  • Paid Time Off
  • 401k with Matching
  • Credit Union
  • Cellular Discounts
  • Tuition Reimbursement

Join a Company That Invests in You

At Four Seasons, we don’t just train technicians — we build careers.
If you’re ready to learn a valuable trade, earn strong pay, and grow with a company that promotes from within, we want to meet you.


Equal Opportunity Employer & Reasonable Accommodation

Four Seasons is an affirmative action and equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, disability, age, sexual orientation, gender identity, national origin, veteran status, or genetic information. Four Seasons is committed to providing access, equal opportunity, and reasonable accommodation for individuals with disabilities. To request reasonable accommodation, contact Human Resources at 773-284-6161 Ext 5010.


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