RVP, Enterprise Sales

Role overview

This senior enterprise sales leadership position is based in Canada and supports a fast-growing digital health business using AI-powered solutions to improve healthcare delivery. You will own strategic revenue growth across major enterprise accounts in the Canadian market, including public health systems, insurers, workers’ compensation boards, and large employers. The role blends executive relationship management with direct deal leadership, and it calls for someone who can shape market strategy while also driving execution in complex sales environments.

This opportunity is shared on behalf of a partner organization, which will handle applications and all subsequent hiring steps.

What you will do

• Set and drive the enterprise sales approach across Canada, with emphasis on high-value accounts in public health, insurance, and workers’ compensation.
• Deliver quarterly and annual new-revenue goals through consistent pipeline oversight and disciplined closing activity.
• Create persuasive, stakeholder-specific value messaging for sophisticated healthcare buyers.
• Generate pipeline through direct outreach, executive relationship building, and coordination with internal and partner channels.
• Manage long, multi-party sales cycles involving senior leaders and procurement stakeholders.
• Work with product, marketing, clinical, and other internal teams to support deal progression, onboarding, and client outcomes.
• Help refine sales methods, playbooks, operating processes, and go-to-market planning.
• Represent the company at conferences, industry gatherings, and executive events to build visibility and partnerships.

What we are looking for

• At least 7 years of enterprise sales experience, with a strong record of surpassing quota targets.
• Background in fast-moving, high-growth settings, preferably in SaaS, digital health, or technology.
• Ability to independently build pipeline and close large, complex deals.
• Strong track record of selling into institutional and executive-level stakeholder groups.
• Clear communication and persuasive storytelling skills, with the ability to differentiate value in a crowded market.
• Self-directed, entrepreneurial approach with strong ownership and accountability.
• Hands-on experience with CRM and sales tools such as Salesforce, plus productivity tools like Google Workspace.
• Comfort working across functions and influencing both internal teams and external decision-makers.
• Willingness to travel about 30% as needed for territory coverage and business priorities.

Benefits and work environment

• Competitive pay structure with base salary, variable performance compensation, and equity participation.
• Chance to contribute to a mission-driven company advancing AI-enabled healthcare.
• Strong growth prospects in a rapidly expanding global organization.
• Exposure to complex, high-impact enterprise deals with major healthcare customers.
• Flexible working arrangements based on role requirements and business needs.
• Collaborative culture centered on innovation and measurable healthcare impact.
• Comprehensive benefits supporting health, wellness, and financial wellbeing.

Additional information

The hiring process is managed by the partner company rather than directly by the listing platform. Applications are reviewed through an AI-assisted matching workflow, after which a shortlist is shared with the employer. Final interviews, assessments, and selection decisions are handled by the employer’s internal team.

By applying, candidates acknowledge that personal data may be processed for recruitment and shared with the hiring employer in line with applicable data protection rules. AI tools may be used to support resume review, application analysis, and verification checks, while final decisions remain human-led. Applicants may request information about data processing and exercise applicable privacy rights.