RIBO-Licensed Candidates or Sales Professionals Willing to Become Licensed
WellCare Insurance Oakville North

Oakville, Ontario | Hybrid or Remote

Full-Time | Commission-Based | Uncapped Earning Potential

Are you a confident salesperson who knows how to build relationships, create opportunities and close business?

Perhaps you are already a RIBO-licensed insurance professional looking for stronger markets, better support and more room to grow. Or perhaps you have a successful background in sales and are ready to build a rewarding career in the insurance industry.

WellCare Insurance Oakville North is expanding, and we are looking for an ambitious Insurance Sales Producer to develop a personal and commercial insurance portfolio with our team.

We welcome applications from:

RIBO-licensed insurance professionals;

OTL-licensed professionals interested in obtaining their RIBO license;

experienced sales professionals who are prepared to complete the required education and licensing process.

This is not a traditional service-only position. It is an opportunity for someone who wants to build a meaningful book of business, develop strong referral partnerships and grow alongside a new Oakville branch.

You may already have an established network or book of business, or you may be ready to build one with the right training, mentorship, tools and market access.

What Makes This Opportunity Different
You will work directly with the Managing Partners of our Oakville North branch and receive hands‑on guidance as you develop your insurance knowledge and grow your business.

We offer:

Uncapped commission-based earning potential

Guidance and support for qualified candidates pursuing their RIBO license

Training, mentorship and ongoing professional development

Access to competitive personal and commercial insurance markets once licensed

Support with complex risks and underwriting relationships

Marketing and business‑development support

Technology and lead‑management tools

Flexibility to work remotely, in our Oakville office or through a hybrid arrangement





Opportunities to cross‑sell personal and commercial insurance

A collaborative environment where your contribution will be recognized

The opportunity to join a growing branch at an early stage and help shape its success

Expected compensation: $60,000–$120,000 annually, based on production and performance. Compensation is commission-based and is not capped.

Commission structure: Once licensed and authorized to sell insurance, Producers earn 55% of the brokerage commission generated on eligible new business and renewals. Compensation is entirely performance-based, with no cap on earning potential. Full commission details, eligibility requirements and payment terms will be reviewed during the interview process.

Candidates who are not currently licensed must successfully complete all required education, examination, registration and licensing requirements before independently advising clients, quoting coverage or selling insurance.

What You’ll Be Doing
Once appropriately licensed and trained, you will:

Develop new business through networking, referrals, prospecting and centers of influence

Build relationships with mortgage professionals, real estate professionals, financial advisors, dealerships, business owners and other referral partners

Respond to recent opportunities promptly and follow up consistently

Quote, present and sell personal and commercial insurance solutions

Identify client needs and clearly explain coverage recommendations

Cross‑sell and upsell appropriate insurance products

Work with underwriting partners

Maintain accurate client and prospect records

Manage, retain and grow your book of business

Deliver responsive, knowledgeable and professional client service





Candidates who are working toward their license will focus initially on training, professional development, prospecting strategies and other activities permitted within licensing requirements.

Who We’re Looking For
You may be a strong fit if you:

Hold an active RIBO or OTL license; or

Have a proven background in sales and are willing to obtain your RIBO license

Have experience in insurance, financial services, automotive sales, real estate, telecommunications, business development or another results‑driven sales environment

Are confident creating new opportunities and asking for referrals

Enjoy networking and developing long‑term professional relationships

Communicate professionally by phone, email, video and in person

Are organized and able to manage multiple prospects and follow‑ups

Take ownership of your performance and results

Are motivated by commission‑based compensation

Are willing to study, learn and complete the licensing process

Care about protecting clients—not simply offering the lowest price

Want to grow within a professional, supportive and entrepreneurial environment

Insurance experience is an asset but is not required for candidates with strong, demonstrated sales experience.

Experience with Power Broker and Applied Rating Services i is also considered an asset.

About WellCare Insurance Oakville North
Our mission is to protect Ontario families and business owners with the right insurance solutions, backed by clear guidance, great value and reliable service.

We are building a professional, client‑focused and high‑performing Oakville North team. We value integrity, attentiveness, accountability and long‑term relationships with our clients, referral partners and team members.

Ready to Build Your Next Chapter?
To apply, share:

your sales or insurance experience;

how you have generated current business or developed client relationships;

whether you currently hold an insurance license; and

what interests you about building a career in insurance.

We would be pleased to connect and learn more about you.

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