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Insurance Agent Jobs in Milton, ON (NOW HIRING)

Anna Raeli Insurance Agency

Insurance Agent

King City, ON · On-site

CA$45K - CA$70K/yr

I have been a Desjardins insurance agent since 1998. I previously worked for two agents prior to opening my own agency in King City in Oct 2007. I pride myself on providing value-added, remarkable ...

HollisWealth

Damage Insurance Agent

Toronto, ON · Hybrid

CA$52K/yr

Damage Insurance Agent (Auto & Home) - Take the Lead with Us Location: Province of Quebec (all regions) Do you want to put your talent to work for an employer that prioritizes its clients as much as ...

AO Summit Group

Licensed Insurance Agent

Toronto, ON · Remote

CA$750 - CA$10K/wk

As a Life Insurance Agent, you will engage in both acquiring new clients and servicing existing policies, functioning as either an independent contractor or an employed agent. Your role centers on ...

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All JobsInsurance Agent JobsInsurance Agent Jobs in Milton, ON

Insurance Agent information

See Milton, ON salary details

$17.5K

$52.9K

$106K

How much do insurance agent jobs pay per year?

As of Aug 9, 2026, the average yearly pay for insurance agent in Milton, ON is $52,884.00, according to ZipRecruiter salary data. Most workers in this role earn between $30,752.00 and $62,450.00 per year, depending on experience, location, and employer.

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

To thrive as an Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant regulations, often supported by a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help agents build trust and effectively address client needs. These competencies are vital for meeting sales targets, ensuring compliance, and maintaining long-term client relationships.

What is the difference between Insurance Agent vs Insurance Broker?

AspectInsurance AgentInsurance Broker
CredentialsLicensed to sell policies for specific insurance companiesLicensed to represent multiple insurance companies and offer a variety of policies
Work EnvironmentTypically employed by an insurance company or agencyWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageInsurance companies, agenciesBrokerage firms, independent agencies
Search & Comparison IntentLooking for agents to buy policies from specific insurersSeeking brokers who can compare policies across multiple insurers

While both Insurance Agents and Insurance Brokers assist clients with insurance policies, agents usually represent a single insurer, whereas brokers work independently to compare options across multiple companies. Understanding these differences helps you choose the right professional for your insurance needs.

Is it hard to make money as an insurance agent?

Making money as an insurance agent can vary based on experience, sales skills, and the ability to build a client base. Income often depends on commissions from policies sold, and success typically requires persistence, networking, and ongoing training. Some agents earn substantial income, while others may find it challenging initially.

Is being an insurance agent a good career?

Insurance agents sell policies to individuals and businesses, earning commissions and sometimes salaries. The career offers flexible schedules, opportunities for advancement, and requires strong communication and sales skills. Success often depends on building a client base and obtaining relevant licenses and certifications.

What are some common challenges insurance agents face when building their client base, and how can they overcome them?

Insurance Agents often encounter challenges such as establishing trust with new clients, differentiating themselves in a competitive market, and managing client rejections. To overcome these obstacles, agents typically focus on building strong relationships through personalized service, maintaining up-to-date product knowledge, and leveraging networking opportunities. Successful agents also use digital marketing tools and referrals to expand their reach and consistently follow up with prospects to nurture long-term relationships.
More about Insurance Agent jobs
What cities near Milton, ON are hiring for Insurance Agent jobs? Cities near Milton, ON with the most Insurance Agent job openings:
Insurance Agent jobs near you
Infographic showing various Insurance Agent job openings in Milton, ON as of July 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, with an average salary of $52,884 per year, or $25.4 per hour.

Insurance Agent

Anna Raeli Insurance Agency

King City, ON • On-site

CA$45K - CA$70K/yr

Full-time

Medical, Life

Re-posted 11 days ago

Job description

About me: I have been a Desjardins insurance agent since 1998. I previously worked for two agents prior to opening my own agency in King City in Oct 2007. I pride myself on providing value-added, remarkable and a memorable client experience. My goal is to help people protect assets and preserve wealth. My passion for helping families and giving back to my community is the reason I do what I do. I reside in King Township with my husband and son and I love the small town feel that the community embraces. My agency provides insurance for Auto, Home, Business, Life, Disability, Critical Illness and Vehicle Loan needs. Experience matters. And it matters most when reviewing  insurance needs.
Our team: is looking for an Office Representative part-time and full-time to help perform a variety of tasks within our insurance office. They will be helping by answering calls/ emails, greeting customers and many other tasks. An Office Representative will need to be flexible, well organized and eager to learn from the best. We are looking for top prospects who will help our team accomplish exciting projects and assignments in a fast-growing industry.
Position Overview
Successful Desjardins Insurance Agent is seeking a qualified professional to join their winning team for the role of Insurance Sales Representative - Desjardins Insurance Agent Team Member. 
Responsibilities
Develop leads, schedule appointments, identify customer needs, and market appropriate products and services.
  • Work with the agent to establish and meet marketing goals.
  • Maintain a strong work ethic with a total commitment to success each and every day.
Requirements
  • Successful track record of meeting sales goals/quotas preferred
  • Interest in marketing products and services based on customer needs
  • Enthusiastic about the role insurance and financial products play in helping people manage the risks of everyday life, recover from the unexpected, and realize their dreams
  • Self-motivated and detail motivated
  • Proactive in problem solving
  • Ability to assess customer needs and conduct effective interviews
  • Property & Casualty license
  • Life & Health license
Benefits
Salary, commission, bonus and healthcare benefits
Team BBQ's and outings
Travel, learning and birthday incentives
If you want a career, not a job, then we encourage you to apply. Company Website: www.annaraeli.com
Job Location:
  • King City, ON
  • Job Types: Full-time, Part-time