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$74k–$93k/yr
Full-time
professional certificate, bachelor degree
Posted 1d ago
~40 hrs/week
Responsibilities
The supervisor will lead a team of licensed insurance advisors to drive sales performance and ensure operational excellence in a contact centre environment. They are responsible for coaching, performance management, and ensuring compliance with regulatory standards while championing the company's social mission.
Requirements
Candidates must possess a college diploma or university degree and an LLQP/HLLQP certification. A minimum of 5 years of sales coaching experience in a contact centre environment is required.
Full job description
WHO WE ARE When it comes to health, we’re always looking for ways
to push for better. It’s why we were founded in the first place. In 1957, our
founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health
by forgoing her own medicine to pay for her sick daughter’s prescription. He
knew there had to be a better way. So, he introduced North America’s first
prepaid drug plan, and GreenShield was born as a non-profit with a mission
to support better health for all Canadians.
We aren’t just a health and benefits company. We’re
the only non-profit social enterprise that brings worlds of coverage and
care together, all in one place. We’re noble challengers, purposefully building a better
way and we need the best people to help us create a more holistic approach that
takes care of the mind and body.
Our mission is to create better health for all
Canadians, and we know that starts with our employees.
THE
ROLE IN A NUTSHELL
Base Salary: CAD $74,269.00 - 92,837.00
As the Supervisor, Sales & Retention, you will lead a team of 10–12 Licensed Insurance Advisors in a high-performance contact centre environment. You are accountable for driving sales outcomes, elevating advisor capability through coaching, and ensuring operational excellence, all while reinforcing GreenShield’s social mission and customer-first mindset.
Key Responsibilities:
Sales Leadership & Performance
Drive team sales performance across all lead types
Monitor KPIs (conversion, call quality, adherence etc.) and take immediate action to close gaps
Build a high-performance culture with clear expectations and accountability
Coaching & Development
Delivery of structured, ongoing sales coaching (call reviews, side-by-sides, etc.)
Identify individual skill gaps and implement targeted development plans by working closely with our Health & Dental Specialist
Reinforce best practices in needs-based selling, objection handling, and compliance etc.
Contact Centre Operations
Oversee day-to-day operations of a phone-based sales team (scheduling, queue management, productivity)
Ensure adherence to service levels, QA standards, and regulatory requirements
Partner with QA, Training, and Workforce Management to optimize performance
Ensure advisor licensing is kept up to date and complaint
Work with new advisors to ensure all their sales are reviewed and meet compliance requirements
Technology & Innovation
Actively leverage CRM, QA platforms, and reporting tools to drive insights and productivity
Stay current with and champion emerging technologies (AI-assisted coaching, automation, digital sales tools)
Use data to inform decisions and continuously improve team outcomes
People Leadership
Build an engaged, inclusive team environment with strong retention and morale
Lead performance management, recognition, and career progression for advisors
Model professionalism, resilience, and strong communication
Escalation Management
Act as the first point of leadership support for all customer and advisor escalations to ensure escalations are handled consistently and within regulatory standards
Resolve complex client situations with a customer-first, retention-focused approach
Mission Alignment
Champion GreenShield’s social mission in daily leadership and decision-making
Ensure advisors connect product value to improving Canadians’ health and well-being
WHO WE'RE LOOKING FOR
Education - College Diploma/University Degree
Cert/Designations – LLQP/HLLQP
5 years sales coaching experience in a contact centre environment, with experience managing the day-to-day operations of a phone-based team
Licensed across multiple Canadian provinces (not including QC)
Strong working knowledge of contact centre technologies
Health & Dental experience is preferred
THE CULTURE We believe a career should be meaningful. Not just a
means to earn a living. Our culture is one where everyone's voice is heard and
valued. Because that’s what it takes
to create better health for all. We dare to challenge the status quo. And we’re
driven by people who have challenged theirs. We believe that your
workplace should empower you to be the best version of yourself. That’s why we provide a
place where you can be inspired, challenged, and rewarded.
Where your growth means our growth. Where your voice is heard and valued. Where your work has purpose. And purpose matters.
We believe our people are
critical to our overall success. Inclusivity makes us a stronger, smarter and
more informed organization. Being intentionally inclusive of diverse
backgrounds, perspectives and experiences will enhance our company culture to
positively impact how we support our communities. A career at GreenShield isn’t just about personal
achievements, it's about making a difference together.
Here’s to Better Health for All!
A
FEW MORE DETAILS Proficiency in English is required
for this position. As part of this role, you will be required to communicate
with colleagues or customers who use English as their primary language. By requiring English proficiency for this
position, we aim to ensure that our employees can excel in their roles,
collaborate, and communicate effectively, and contribute to the success of our
organization.
GS supports diversity, equity and
inclusion in our teams and communities, and we value the unique contributions
made by all. Even if your experience doesn’t align perfectly to every
requirement, we invite you to apply. We encourage applications from
all candidates and will accommodate needs under human rights legislation
throughout all stages of the recruitment and selection process. Please let us
know of any accommodation through [email protected]. Information received relating to
accommodation will be addressed confidentially.
Providing this information gives
GS consent to use your personal information to assess your suitability for
specific positions, future opportunities or for your personnel file. Your
résumé will be held in strict confidence and will be viewed only by the
Organization. Information may be stored outside of Canada and could be used for
aggregate statistical purposes (which uses no personal identification).
AI Usage - GreenShield leverages AI to help produce Job Descriptions, and ideate on interview questions. We also leverage AI for interview transcription support.
As Canada's only national non-profit health care and insurance organization, GreenShield believes health care is a right, not a privilege. We're dedicated to improving health outcomes, driving systemic change, and building a future where every Canadian can reach their full health and well-being potential.
We are revolutionizing the health care and insurance experience by bringing coverage and care together in one place. Through our unique integrated payer-provider ("payvider") model, we offer insurance, administer benefits, and pay claims as a ‘payer’ while offering health care services such as mental health, pharmacy, telemedicine, and chronic disease management as a ‘provider’.
As a non-profit social enterprise without shareholders, we reinvest our excess earnings to directly support underserved communities. Through GreenShield Cares, we positively impacted the health and well-being of over one million Canadians between 2020 and 2025.
What’s driving us now is the commitment to measurably impact an additional three million Canadians by 2030 – across mental health, essential medicines, and chronic disease management – through scalable initiatives that deliver meaningful change in pursuit of our mission of Better Health for All.
GreenShield is proud to be recognized multiple times as one of Canada's Most Admired Corporate Cultures, certified annually as a leading Imagine Canada Caring Company, and honoured with repeat placement on Fortune’s prestigious Change the World list – a testament to our sustained commitment to purpose-driven innovation and impact.
Offices: 8677 Anchor Drive, P.O. Box 1606, Windsor, Ontario N9A 6W1, CA · 5140 Yonge St, Toronto, ON M2N 6L7, CA · Bow Valley Square 4, 250 6 Avenue Southwest Suite 1220, Calgary, AB T2P 3H7, CA · 255 Queens Ave, London, ON N6A5R8, CA · 595 Burrard St., Suite 833, Vancouver, BC V7X 1L2, CA
InsuranceAdministrationHealthPharmacySocial ImpactMental HealthTelemedecineHealth and Benefitsand Oral HealthHealth Care
How many Healthcare jobs are open in Toronto, Canada right now?
There are currently 2,175 open healthcare positions in Toronto, Canada listed on Clera. New openings are added daily as companies post roles.
Which companies are hiring for Healthcare roles in Toronto, Canada?
Companies currently hiring include University Health Network, Humber River Health, CAMH, Shoppers Drug Mart, Klick, among others. Browse the listings above to see every active employer.
Are there remote or hybrid Healthcare jobs in Toronto, Canada?
Yes — 588 of the 2175 open healthcare positions offer remote or hybrid work (106 remote, 482 hybrid).
How do I apply for Healthcare jobs in Toronto, Canada?
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.