Jobs in Markham

Newest first

Within 25 km of Markham

Added 11 hours ago
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Combined, a Chubb Benefits Company

Sales Leader

Vaughan, ON, Canada

Within 25 km of Markham · About 24.2 km from the city centre

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Job details

Apply by: Nov 25, 2026
Posted: Oct 26, 2026

Original job description

About the Opportunity

As an Insurance Sales Leader (Independent Contractor), you will represent Combined Insurance, with a focus on building and leading a team that provides supplemental insurance solutions to individuals and families within your market.

In this role, you will support your team in helping clients access and update their supplemental insurance coverage as their needs evolve, while driving results through both personal production and team performance.

What This Opportunity Offers

Opportunity build and lead an insurance sales team offering supplemental insurance products
Commission-based earnings directly tied to individual and team sales performance
Performance-based bonuses and incentive opportunities
Leadership development, training and mentorship support
Recognition programs, incentives, and advancement opportunities
Access to established product line, sales tools, and marketing resources

Your Focus Will Include

Recruiting and onboarding Independent Insurance Sales Representatives
Coaching and mentoring team members
Developing and executing local market strategies to grow supplemental insurance distribution
Maintaining high standards of professionalism, compliance and ethical conduct

What You’ll Bring

Proven success in a sales-focused role, ideally within Insurance or Financial Services
Experience leading, coaching or developing others is an asset
Strong communication, relationship building, and leadership skills
Entrepreneurial mindset with comfort operating independently
Willingness to obtain and maintain required insurance license(s)

Additional Information

This opportunity is an Independent Contractor role. Sales Leaders operate independently and are not employees of Combined Insurance. Earnings are commission-based and dependent on sales performance. All individuals are responsible for obtaining and maintaining any required insurance licenses, certifications, and regulatory obligations. 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.

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More about this job

Responsibilities

Recruit and onboard independent insurance sales representatives, then coach and mentor the team to grow supplemental insurance sales in the local market. Drive results through personal sales production and team performance while maintaining professional, compliant, and ethical standards.

Requirements

Candidates should have a proven record in sales, ideally in insurance or financial services; experience leading, coaching, or developing others is an asset. Strong communication, relationship-building, and leadership skills, an independent entrepreneurial approach, and willingness to obtain and maintain required insurance licenses are expected.

Skills

Sales
Team Leadership
Recruiting
Onboarding
Coaching
Mentoring
Market Strategy
Communication
Relationship Building
Entrepreneurial Mindset
Insurance Sales
Compliance
Ethical Conduct

Benefits

Performance-Based Bonuses
Incentives
Leadership Development
Training
Mentorship
Recognition Programs
Advancement Opportunities
Sales Tools
Marketing Resources

Visa sponsorship

Not detected in the job text

Keywords

Combined Insurance
Insurance Sales
Supplemental Insurance
Independent Contractor
Sales Performance
Team Performance
Commission-Based Earnings
Performance-Based Bonuses
Recruiting
Onboarding
Coaching
Mentoring
Local Market Strategies
Insurance Licensing
Compliance
Ethical Conduct
Financial Services
Criminal Credit Background Screening

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