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Insurance Jobs in Ontario (NOW HIRING)

CHAT Insurance

Insurance Broker

Ottawa, ON · On-site

CA$40K - CA$60K/yr

Here at CHAT Insurances, We committed to the growth and development of our brokers and employees. CHAT is one of the best Large P & C insurance brokerages recognized by IBAO in 2024 and has been ...

CHAT Insurance

Insurance Broker

Markham, ON · On-site

CA$50K - CA$60K/yr

Job Summary Multilingual Insurance Broker CHAT Insurance Uncapped Commissions Full-time Hybrid | Markham, ON, Canada The Opportunity At CHAT Insurance, we're more than just a brokerage -- we're a ...

Masters Insurance

Life Insurance Administrator

Vaughan, ON · On-site

CA$55K - CA$85K/yr

Founded in 1966, Masters Insurance has grown into one of Ontario's largest and most trusted independent brokerages. We specialize in tailored insurance and surety solutions for the construction ...

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Showing results 1-20

All JobsInsurance JobsInsurance Jobs in Ontario

Insurance information

See Ontario salary details

$20.5K

$64.4K

$147K

How much do insurance jobs pay per year?

As of Jul 13, 2026, the average yearly pay for insurance in Ontario is $64,405.00, according to ZipRecruiter salary data. Most workers in this role earn between $33,500.00 and $62,500.00 per year, depending on experience, location, and employer.

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

Professionals in the insurance industry often encounter challenges such as staying updated with changing regulations, managing complex client needs, and handling a high volume of claims or policy inquiries. Navigating regulatory changes requires continuous professional development and attention to compliance updates. Effective communication and organizational skills are vital for managing client expectations and workloads efficiently. Building strong relationships with underwriters, claims adjusters, and clients can also help address these challenges and ensure successful outcomes.

What are insurance jobs?

Insurance jobs refer to a range of careers within the insurance industry, including roles such as insurance agents, underwriters, claims adjusters, actuaries, and customer service representatives. These professionals help individuals and businesses manage risk by providing advice, selling policies, evaluating applications, processing claims, or analyzing data. The industry offers opportunities in areas like life, health, property, and casualty insurance, with positions available at insurance companies, brokerages, and agencies. Insurance jobs often require good communication, analytical skills, and an understanding of financial products and regulations.

What is the difference between Insurance vs Insurance Agent?

AspectInsuranceInsurance Agent
CredentialsVaries by role; may include licenses for specific insurance typesRequires state licensing and certification
Work EnvironmentOffice, online, or client sitesOffice, client meetings, or remote
Employer & IndustryInsurance companies, brokers, agenciesInsurance agencies, brokerages, companies
Job FocusDeveloping, selling, managing insurance policiesSelling insurance policies, client consultation

Insurance is a broad industry encompassing various roles, including Insurance Agents. Insurance Agents specifically focus on selling and advising clients on insurance policies, often requiring licensing. While Insurance professionals may work in different capacities, Insurance Agents are directly involved in client interactions and policy sales, making their roles closely linked but distinct within the industry.

What's the highest paying job in the insurance industry?

In the insurance industry, chief executive officers (CEOs) and chief underwriting officers tend to have the highest salaries, often exceeding six figures annually. These roles require extensive experience, leadership skills, and often advanced certifications or degrees, and they oversee company strategy and risk management.

What jobs pay $500,000 a year in the US?

In the insurance industry, high-paying roles such as chief executive officers, chief risk officers, and senior underwriters can earn $500,000 or more annually, especially in large firms or with extensive experience. These positions often require advanced degrees, industry certifications, and significant leadership responsibilities.

What are the key skills and qualifications needed to thrive in an insurance professional role, and why are they important?

To thrive in an insurance role, you need strong analytical abilities, attention to detail, and a solid understanding of insurance products, often supported by a relevant degree or insurance-specific certifications such as CPCU or CLU. Familiarity with policy management software, customer relationship management (CRM) systems, and underwriting tools is commonly required. Excellent communication, problem-solving skills, and a customer-focused mindset help professionals build trust and effectively address client needs. These competencies are vital for ensuring accurate policy management, regulatory compliance, and delivering high-quality client service in a competitive industry.

What type of insurance job pays the most?

Senior roles in insurance, such as Chief Underwriting Officer, Actuary, or Insurance Director, tend to have the highest salaries, often exceeding six figures. These positions require extensive experience, advanced certifications like FCAS or FCIA, and strong analytical or leadership skills. Specialized roles in risk management or executive management generally offer the highest compensation in the insurance industry.

What Do Insurance Agents Do?

Insurance premium auditors are employees of a variety of companies. You can work with businesses who specialize in handling premium audits, risk management, or business process outsourcing, but most available positions are with insurance companies. You can choose a field based on the type of insurance you’re most familiar with such as workers’ compensation, car, home, or life insurance, or choose a company that works with all insurance types. Some positions require working on the phone, while others require traveling within an assigned geographic area.

What careers are there in insurance?

Careers in insurance include roles such as insurance agents, underwriters, claims adjusters, actuaries, and risk managers. These positions often require strong communication, analytical skills, and industry-specific certifications or licenses. The work environment can vary from office settings to fieldwork, depending on the role.
More about Insurance jobs
What are the most commonly searched types of Insurance jobs in Ontario? The most popular types of Insurance jobs in Ontario are:
What are popular job titles related to Insurance jobs in Ontario? For Insurance jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Insurance jobs in Ontario look for? The top searched job categories for Insurance jobs in Ontario are:
What cities in Ontario are hiring for Insurance jobs? Cities in Ontario with the most Insurance job openings:
Insurance jobs near you
Infographic showing various Insurance job openings in Ontario as of July 2026, with employment types broken down into 1% As Needed, 71% Full Time, 23% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $64,405 per year, or $31 per hour.

Insurance Advisor (General Insurance & Life Insurance)

Corey Goebel - Desjardins Insurance Agent

Stratford, ON • Hybrid

CA$50K - CA$55K/yr

Full-time, Contractor

Life, PTO

Posted 15 days ago

Job description

Insurance Advisor (General Insurance & Life Insurance)

Stratford, Ontario | Full-Time | In-Office Role
Hours: 40 hours/week, Monday to Friday (business hours, flexibility required)

Looking for Something Different?

We’re looking for a driven, people-focused individual who wants to build a career with real long-term upside—not just work a job.

This could be a great fit if you:

  • Enjoy talking to people and building relationships
  • Are competitive and motivated by results
  • Take pride in doing things the right way
  • Want control over your income and growth

You do not need prior insurance experience or licensing. We will train, mentor, and sponsor the right person.

About the Role

We are a busy, growing insurance and financial services firm in Stratford, serving families and businesses across Perth County.

This role is a sales-first generalist position—a hybrid of:

  • New business development
  • Client service and relationship management

You will:

  • Work from our office engaging with inbound opportunities
  • Proactively reach out to prospects through calls, referrals, and networking
  • Build relationships and uncover opportunities within our existing client base

You’ll help clients:

  • Protect what matters most with home and auto insurance
  • Plan for the future with life insurance and living benefits

Over time, you will relationships creating ongoing income and long-term career value.

What You’ll Be Doing

  • Handling inbound calls and identifying coverage gaps
  • Cross-selling additional products to existing clients
  • Prospecting using call lists, warm leads, and referrals
  • Generating new business through your own initiative
  • Conducting needs-based conversations and providing recommendations
  • Preparing quotes and helping clients make informed decisions
  • Supporting clients with policy changes, renewals, and claims guidance
  • Staying organized and following up consistently to close opportunities

What We’re Looking For

We care more about who you are than what’s on your resume.

You’ll be a strong fit if you:

  • Are confident starting conversations and asking for the business
  • Have a strong work ethic and show up consistently
  • Are goal-oriented and motivated by performance
  • Are coachable and open to feedback
  • Can balance multiple priorities in a fast-paced environment
  • Take ownership of your results

This Role Is Likely NOT a Fit If You:

  • Prefer a predictable, fixed income long-term

Are uncomfortable with sales or pe

  • or performance expectations
  • Don’t enjoy speaking with new people regularly
  • Want a purely administrative or back-office role

Licensing & Requirements

  • Must be willing to obtain insurance licensing (we will sponsor and support you)
  • Must meet onboarding requirements (background check, credit check, etc.)
  • Strong communication and computer skills required

Compensation Structure

Base Salary: $50,000 – $55,000 to start

  • Designed to support your ramp-up period
  • Gradually decreases over an 18-month transition period (starting at 6 months) as commission income grows

Commission & Bonus:

  • New business commission
  • Performance-based bonuses
  • Significant income growth tied directly to your results

Additional Benefits:

  • 3 weeks paid vacation
  • Ongoing training, mentorship, and professional development
  • Opportunity to build a long-term, renewable sales opportunities
  • Supportive team environment with strong systems and processes
  • Established client base with cross-sell opportunities and warm leads

Why Join Our Team?

We are a people-first, growth-oriented agency that believes in:

  • Doing what’s right for the client—always
  • Building long-term relationships, not quick sales
  • Developing our team both professionally and personally

You won’t be starting from zero—you’ll have:

  • Warm leads
  • Existing clients to work with
  • Proven systems and support

If you’re looking for a role where your effort directly impacts your income and career growth, we’d love to speak with you.

This position is with an independent contractor agent that is part of the Desjardins exclusive agent network, not with Desjardins Group or its subsidiaries. Employees of the agent are not employees of Desjardins. Independent contractor agents are responsible for employment decisions.