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Insurance Job Jobs in Ontario (NOW HIRING)

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 ...

Gowda-Singh Insurance Inc.

Insurance Advisor

Aurora, ON · On-site

CA$45K - CA$80K/yr

My name is Samantha Gowda-Singh , and I am a Desjardins Insurance Agent looking for a motivated and competitive professional to grow with us. If you are goal-driven , independent, and seeking a ...

Aleem Ravji Insurance and Financial Services

CA$60K/yr

Insurance Advisor - Desjardins Agent Team Member Location: Barrie, On Type: Full Time Position Overview: Are you outgoing and customer-focused? Do you enjoy working with the public? Do you crave a ...

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Insurance Job information

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

In the insurance industry, high-level executive roles such as Chief Executive Officers, Chief Underwriters, or Chief Actuaries can earn annual salaries of $500,000 or more, especially in large firms or with significant bonuses and stock options. These positions typically require extensive experience, advanced certifications, and leadership skills, often working in a corporate or specialized environment.

What are insurance jobs?

Insurance jobs refer to a wide range of positions within the insurance industry, including roles such as underwriters, claims adjusters, agents, brokers, actuaries, and customer service representatives. These professionals help individuals and businesses assess risk, select appropriate insurance policies, process claims, and ensure compliance with regulations. Insurance jobs can be found in various sectors, including health, life, auto, property, and casualty insurance. The industry offers opportunities for both entry-level and experienced professionals, with potential for career growth and specialization.

What types of jobs are there in insurance?

Insurance jobs include roles such as insurance agents, underwriters, claims adjusters, actuaries, brokers, and customer service representatives. These positions often require knowledge of insurance policies, strong communication skills, and sometimes industry certifications or licenses. The work environment can vary from office settings to fieldwork, depending on the role.

What position in insurance pays the most?

In the insurance industry, executive roles such as Chief Executive Officer (CEO), Chief Underwriting Officer, and Chief Financial Officer (CFO) typically have the highest salaries. These positions require extensive experience, leadership skills, and often advanced certifications, and they oversee company strategy and operations. Compensation varies based on company size, location, and individual qualifications.

What jobs pay $4000 a week without a degree?

Insurance agents and sales representatives can earn $4,000 or more weekly through commissions, especially in high-value policies or with extensive client bases. Other high-paying roles without a degree include real estate brokers, certain skilled trades like electricians or plumbers, and commercial pilots, which often require specialized training or licensing but not a college degree.

What are the common challenges faced by professionals in insurance roles, and how can they overcome them?

Professionals in insurance often navigate challenges such as keeping up with changing regulations, handling complex claims, and maintaining strong client relationships. Staying informed through ongoing training and industry certifications can help address regulatory shifts. Developing effective communication skills and using modern technology tools can streamline claims processing and improve customer service. Building trust and transparency with clients is key to long-term success in this field.

What is the difference between Insurance Job vs Claims Adjuster?

AspectInsurance JobClaims Adjuster
CredentialsVaries; often requires licensing or certifications depending on roleRequires state licensing and adjuster certifications
Work EnvironmentOffice, client meetings, field workField work, office, and client interactions
Industry UsageInsurance companies, brokers, agenciesInsurance companies, third-party claims firms
Common Search/ComparisonInsurance careers, insurance jobsClaims adjusting careers, insurance claims jobs

Insurance jobs encompass a broad range of roles within the insurance industry, including underwriting, sales, and claims. Claims Adjusters specifically handle evaluating insurance claims, often requiring licensing. While both roles work within the insurance industry and may share similar environments, Claims Adjusters focus on assessing claims, making them a specialized subset of insurance jobs.

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

To thrive in an insurance job, you generally need a solid understanding of risk assessment, policy analysis, and industry regulations, often supported by a relevant degree or insurance certification such as a state license. Familiarity with insurance management software, claims processing systems, and customer relationship management (CRM) tools is typically required. Strong interpersonal, negotiation, and problem-solving skills help professionals build trust with clients and address their needs effectively. These skills and qualifications are crucial for accurately evaluating risks, ensuring compliance, and delivering excellent customer service in a competitive industry.
What cities in Ontario are hiring for Insurance Job jobs? Cities in Ontario with the most Insurance Job job openings:
Insurance Job jobs near you
Infographic showing various Insurance Job job openings in Ontario as of July 2026, with employment types broken down into 1% As Needed, 72% Full Time, 22% Part Time, and 5% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution.

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 11 hours 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.