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Insurance Sales Rep Jobs in Ontario (NOW HIRING)

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Insurance Sales Rep information

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.

What are the key skills and qualifications needed to thrive as an Insurance Sales Representative, and why are they important?

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 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 cities in Ontario are hiring for Insurance Sales Rep jobs? Cities in Ontario with the most Insurance Sales Rep job openings:
Infographic showing various Insurance Sales Rep job openings in Ontario as of July 2026, with employment types broken down into 1% As Needed, 76% Full Time, 18% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Insurance Sales Representative

Combined Insurance

Windsor, ON

Contractor

Posted 20 days ago


Combined Insurance rating

8.5

Company rating: 8.5 out of 10

Based on 14 frontline employees who took The Breakroom Quiz

105th of 301 rated insurance


Job description

Are you an enthusiastic, results-driven individual with a desire for independence and flexibility in how you manage your workday? Do you want to make a meaningful impact in your community and in the lives of the clients you serve?

As an Independent Sales Representative with Combined Insurance, the work you do truly makes a difference. You will have the opportunity to build your own business, manage your schedule, and drive your income through your performance—while helping individuals and families protect what matters most.

About the Role

As an Independent Sales Representative, you will enjoy the flexibility of running your business your way—deciding how, when, and where you engage with clients. Your income is driven by your sales activity and results.

You will be responsible for:

Prospecting and soliciting new clients
Developing and maintaining strong client relationships
Identifying client needs and recommending appropriate insurance solutions
Supporting clients as their coverage needs evolve over time
What’s in it for You

Commission-based compensation with bonus and incentive programs
Uncapped earning potential based on individual performance
Lifetime residual income potential
Comprehensive training program and licensing support
Rewards and recognition programs, including semi-annual incentive trips
Ongoing development, coaching and mentoring
Access to qualified leads
Competitive product portfolio
Advancement opportunities
Flexibility and work-life balance
Earnings are performance-based and not guaranteed. Income potential varies based on individual effort, sales activity and results.

What you Bring

Strong entrepreneurial mindset
Ability to work independently while collaborating within a team environment
Sales-oriented, goal driven, and motivated to exceed targets
Highly adaptable with the ability to perform in a results-focused environment
Hold, or be willing to obtain, the required insurance license(s)
Ability to comply with all federal and provincial regulations
Additional Information

Independent Sales Representatives are independent contractors, and not employees of Combined Insurance. Successful candidates must complete a criminal credit background screening as part of the selection process.

Our Commitment to Inclusion

At Combined Insurance, we are committed to fostering an accessible, inclusive, and welcoming environment. Accommodations are available throughout the recruitment and onboarding process. If you require an accommodation, please let us know so we can work with you to meet your needs.

PandoLogic. Keywords: Insurance Sales Agent, Location: Windsor, ON - N8W 2Y1 , PL: 603818168

What Combined Insurance employees say

Pay

Hours and flexibility

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