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Insurance Sales Rep Jobs in Ontario (NOW HIRING)

Anna Raeli Insurance Agency

Insurance Agent

King City, ON · On-site

CA$45K - CA$55K/yr

Our team: is looking for an Insurance Sales 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 ...

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Insurance Sales Rep information

What does an insurance sales rep do?

An Insurance Sales Representative sells insurance policies to individuals or businesses, helping clients choose coverage that best fits their needs. They explain various insurance products, answer questions about coverage, and assist with policy applications. Insurance Sales Reps also help clients make changes to their policies, process renewals, and file claims. Their goal is to ensure customers are adequately protected while meeting sales targets set by their employer.

What are the key skills and qualifications needed to thrive as an insurance sales rep?

To thrive as an Insurance Sales Representative, you need a solid understanding of insurance products, sales techniques, and typically a state-issued insurance license. Familiarity with customer relationship management (CRM) software and quoting platforms is important for managing leads and processing applications. Strong interpersonal skills, active listening, and persuasive communication help build trust and close sales with clients. These skills ensure you can effectively match clients with appropriate coverage, meet sales targets, and build lasting client relationships in a competitive market.

What are some common challenges faced by insurance sales reps, and how can they be overcome?

Insurance Sales Reps often encounter challenges such as meeting sales targets, overcoming client objections, and building a reliable client base. Success in this role typically requires perseverance, excellent communication skills, and the ability to educate clients about complex insurance products. Regular follow-up, leveraging CRM tools, and seeking mentorship from experienced colleagues can help new reps build confidence and improve their sales techniques. Additionally, staying updated on industry trends and continuously improving product knowledge can make it easier to address customer concerns effectively.

Is it hard to make money in insurance sales?

Insurance sales representatives can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potential increasing as experience and sales volume grow.

What type of insurance sales rep pays the most?

In insurance sales, those specializing in high-net-worth clients or commercial insurance often earn the highest commissions and salaries. Experienced agents with strong sales skills, industry certifications, and a focus on complex policies tend to have higher earning potential compared to those selling standard personal lines insurance.

Why do most insurance sales representatives quit?

Many insurance sales representatives quit due to high rejection rates, inconsistent income, and the pressure to meet sales targets. The job often requires strong communication skills, self-motivation, and resilience, which can be challenging over time. Additionally, the commission-based pay structure can lead to financial instability, prompting some to leave the profession.

What cities in Ontario are hiring for Insurance Sales Rep jobs?

Cities in Ontario with the most Insurance Sales Rep job openings:

Insurance Sales Rep jobs near you
Infographic showing various Insurance Sales Rep job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 21% Part Time, and 6% Contract. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution.

Insurance Sales Representative

Dan Piedimonte - Desjardins Insurance Agent

Ajax, ON

Full-time

Medical, Life, Retirement

Re-posted 18 days ago

Job description

Insurance Sales Representative
Full Time, Permanent

A Successful Desjardins Agent is seeking a qualified professional to join their winning team for the role of Insurance Sales Representative Position. We seek an energetic professional interested in helping our business grow through value-based conversations and remarkable customer experience. If you are a motivated self-starter who thrives in a fast-paced environment, then this is your opportunity for a rewarding career with excellent income and growth potential.

Requirements

• Prior sales experience
• Achieve sales goals through generating new business and cross-selling existing customers
• Identify and qualify sales leads generated from a variety of sources
• Help protect customers by offering Desjardins products that will meet their needs
• Serve your local community by helping them prepare for life’s uncertainties
• Educate prospective customers on how to protect their families and assets
• Interested in a sales career, sales experience preferred
• Willing to obtain necessary insurance license(s)  OTL/RIBO and LLQP
• Confident, motivated individual who works well independently
• Able to multi-task, follow-through, and follow-up
• Have excellent verbal and written communication skills

As an Agent Team Member, you will receive...
• Salary plus commission and bonus
• Individual Health benefits
• Valuable experience
• Growth potential/Opportunity for advancement within my office
• 36.5 hour work week 
• Small local office supporting the community and making difference 

If you are motivated to succeed and can see yourself in this role, please complete our application. We will follow up with you on the next steps in the interview process.

About Our Agency
• Our mission is to help people manage the risks of everyday life, recover from the unexpected and realize their dreams.
• We help customers with their insurance and financial services needs, including Auto Insurance, Home Insurance, Life Insurance, Retirement Planning, Business Insurance, Life Insurance, and Health Insurance.
• Our office is located at 627 Kingston Rd Pickering On. (Kingston Rd and Whites Rd) 
• Our office is open 9:00 am to 5:00 pm Monday to Friday