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This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a RVP, Enterprise Sales based in Canada.
This senior leadership role sits at the forefront of enterprise growth within a fast-scaling digital health organization transforming how healthcare is delivered through AI-driven solutions. You will be responsible for driving strategic revenue expansion across complex, high-value enterprise accounts in the Canadian market, including public health systems, insurers, and large employers. The role combines executive-level relationship building with hands-on deal execution, requiring both strategic vision and strong commercial discipline. You will lead large, multi-stakeholder sales cycles while shaping go-to-market strategy and refining sales execution frameworks. Working in a high-growth, mission-driven environment, you will collaborate closely with cross-functional teams including product, marketing, and clinical stakeholders. This position is ideal for a leader who thrives in building markets, influencing senior decision-makers, and scaling enterprise sales impact in a dynamic and evolving healthcare landscape.
Accountabilities:
- Lead enterprise sales strategy and execution across Canada, focusing on high-value accounts within workers’ compensation boards, insurers, and public health organizations.
- Own and consistently achieve or exceed quarterly and annual net-new revenue targets through disciplined pipeline management and deal execution.
- Develop and refine compelling value propositions tailored to complex healthcare stakeholders and enterprise buyers.
- Build and maintain a strong pipeline through direct prospecting, executive networking, and collaboration with internal and partner channels.
- Navigate complex, multi-stakeholder sales cycles while engaging senior-level decision-makers and procurement teams.
- Collaborate cross-functionally with internal teams to ensure successful deal closure, onboarding, and long-term client success.
- Contribute to the development and continuous improvement of sales playbooks, processes, and go-to-market strategies.
- Represent the organization at industry events, conferences, and executive forums to strengthen market presence and partnerships.
Requirements:
- 7+ years of enterprise sales experience with a strong track record of consistently exceeding revenue quotas.
- Proven success in high-growth, fast-paced environments, ideally within SaaS, digital health, or technology sectors.
- Demonstrated ability to independently generate pipeline and close complex, high-value deals.
- Strong experience managing multi-stakeholder sales cycles involving executive-level buyers and institutional clients.
- Excellent communication and storytelling skills with the ability to articulate clear and differentiated value propositions.
- Entrepreneurial, self-driven mindset with strong accountability and results orientation.
- Experience working with CRM and sales tools such as Salesforce and productivity suites like Google Workspace.
- Ability to collaborate effectively across cross-functional teams and influence internal and external stakeholders.
- Willingness to travel approximately 30% depending on territory and business needs.
Benefits:
- Competitive compensation package including base salary, performance-based variable pay, and equity participation.
- Opportunity to join a high-growth organization shaping the future of AI-driven healthcare.
- Strong career growth potential in a rapidly expanding global enterprise environment.
- Exposure to complex, high-impact enterprise deals with leading healthcare organizations.
- Flexible work arrangements depending on role and business needs.
- Collaborative, mission-driven culture focused on innovation and measurable impact in healthcare outcomes.
- Comprehensive benefits package supporting health, wellness, and financial security.
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