Regional Sales Director

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 not-for-profit with a mission to support better health for all Canadians. We aren’t just a health and benefits company. We’re the only not-for-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

Reporting to the Senior Vice President, Finance & Strategy, we are seeking a strategic and analytical Director of Enterprise Pricing, responsible for designing and implementing pricing strategies for the organization’s integrated product portfolio, including insurance, health, and administrative services. This individual will oversee pricing operations to ensure profitability, market competitiveness, and alignment with organizational objectives. They will also play a pivotal role in driving enterprise-level financial collaboration, serving as a bridge between underwriting, sales, finance, product development, and innovation teams to optimize product offerings and advance business growth.

Roles and Responsibilities:

• Own the pricing strategy and execution for the organization’s insurance products, ensuring financial sustainability and competitive positioning.
• Lead pricing for renewals and new business, incorporating insights from claims data, market trends, and regulatory requirements.
• Maintain and update manual rates.
• Collaborate with finance, underwriting, and product teams to develop and refine pricing models that address customer needs while meeting profitability targets.
• Monitor and analyze the performance of all products, using data-driven insights to adjust, maintain or enhance profitability.
• Identify interplay between health outcomes, plan design, claims experience to provide distinguished payer-provider insights that support pricing and product innovation.
• Provide executive leadership with clear, actionable insights into product performance, pricing impacts, and market positioning.
• Maintain reinsurance relationships and lead annual renewal process.

Enterprise Financial Strategy and Integration:

• Serve as a key liaison between finance and product innovation teams, ensuring that pricing strategies align with the organization’s strategic goals.
• Assess the financial performance of the product portfolio, identifying opportunities to revamp, repackage, or retire underperforming offerings.
• Collaborate with innovation teams to assess market demands, competitive landscapes, and emerging trends to develop new products or refine existing offerings.
• Partner in designing and implementing innovative pricing structures, such as value-based models, subscription packages, or bundled service pricing.
• Establish financial frameworks to evaluate new product initiatives and ensure long-term viability.

Collaboration with Enterprise Finance Team:

• Work closely with the finance team to integrate pricing strategies across the organization that align with enterprise-wide financial goals.
• Develop pricing methodologies that account for the full spectrum of product offerings, including insurance, health services, and administrative solutions.
• Conduct scenario analysis, financial modeling and cost structure analyses to assess the impact of pricing decisions on revenue, profitability, and customer retention.
• Provide input into budgeting, forecasting, and strategic financial planning processes from a pricing perspective.

Team Management and Leadership:

• Lead, mentor, and develop the team, providing guidance, feedback, and training to enhance their skills and performance.
• Set OKRs, conduct performance evaluations, and facilitate professional growth opportunities for team members.
• Foster a collaborative and positive work environment.

WHO WE'RE LOOKING FOR

• Bachelor’s degree in Finance, Mathematics, Actuarial Sciences, or a related field. Master’s degree would be an asset.
• 7+ years of experience in either a Health and Benefits Insurance role (actuarial, consulting, pricing, etc.).
• FSA / ASA or CPA designation or equivalent.
• 5+ years of management experience.
• Strong analytical skills with the ability to interpret complex financial data and communicate findings effectively.
• Proficiency in financial modeling, forecasting, advanced Excel, data modelling (SQL, R, Tableau, Power Bi).
• Ability to prioritize tasks effectively, demonstrating flexibility in managing workload demands and handling multiple tasks as required.
• Excellent attention to detail and accuracy, with a focus on meeting deadlines.

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!

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 (emailprotected). 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).