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Senior Vice President & General Manager, Senior Living at PointClickCare

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Job Title: Senior Vice President & General Manager, Senior Living

Location: Mississauga-Hybrid / Canada-Remote

Travel Expectations

  • For Remote Roles: There will be in-office events that will require travel to and from the Mississauga and/or Salt Lake City office. These include, but are not limited to, onboarding, team events, and semi-annual/annual team meetings.
  • For Hybrid Roles: There is an expectation to reside within a commutable distance to the specified office. This includes, but is not limited to, weekly/bi-weekly/monthly in-office events with your specific team.

About PointClickCare

At PointClickCare, our mission is simple: to help providers deliver exceptional care. As a leading health tech company that is founder-led and privately held, we empower our employees to push boundaries, innovate, and shape the future of healthcare.

With the largest long-term and post-acute care dataset and a Marketplace of 400+ integrated partners, our platform serves over 30,000 provider organizations. We reinvest a significant percentage of our revenue back into research and development, ensuring our employees have the resources to innovate. Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, we offer flexibility, growth opportunities, and meaningful work.

We empower our people to be the architects of a smarter healthcare future; one that is human-first and accelerated by AI. To learn more about PointClickCare, check out Life at PointClickCare and connect with us on Glassdoor and LinkedIn.


Position Summary

PointClickCare is seeking a seasoned executive to serve as Senior Vice President & General Manager, Senior Living. Reporting directly to the Chief Revenue Officer, this role is the single accountable executive for all growth, profitability, and market strategy within the Senior Living vertical. The SVP & GM owns the full customer lifecycle — from pipeline and acquisition through retention and expansion — and acts as the face of PointClickCare to the Senior Living market.

This is a highly visible, field-oriented executive role that demands deep industry expertise, an operator’s mindset, and a collaborative leadership style.


Key Responsibilities

Strategic Leadership & Market Ownership

  • Define and own the Senior Living segment strategy, including distinct go-to-market approaches for diversified operators and pure-play Senior Living organizations.
  • Serve as the primary executive sponsor and relationship owner for key Senior Living customers and prospects.
  • Represent PointClickCare at senior industry forums, conferences, and customer advisory boards.
  • Collaborate with the CRO and the broader executive team on annual planning, resource allocation, and investment priorities.

P&L Management & Revenue Growth

  • Own the P&L for the Senior Living business unit, including revenue, gross margin, and operating expense accountability.
  • Drive net new ARR growth, net revenue retention, and expansion revenue targets.
  • Develop and execute segment-specific investment theses.
  • Identify and pursue inorganic growth opportunities, including partnerships and adjacent market expansion.

Customer-Facing Team Leadership

  • Drive the full go-to-market motion for all Senior Living Products.
  • Hold direct line management responsibility for all customer-facing functions, including Sales, Customer Success, Professional Services, and Support leadership.
  • Recruit, develop, and retain top talent.
  • Operate, manage, and lead a cross-functional team of direct reports and matrixed resources.
  • Establish clear performance standards, accountability frameworks, and career development pathways.

Cross-Functional Partnership

  • Exercise matrixed leadership over Marketing, Product Management, and Engineering resources.
  • Act as the primary voice of the Senior Living customer into the product organization.
  • Partner with Marketing to develop Senior Living-specific demand generation strategies and brand positioning.
  • Collaborate closely with Finance, Legal, and People & Culture to align operational execution.

Required Skills & Qualifications

  • 15+ years of progressive leadership experience in enterprise software, healthcare technology, or a related SaaS environment.
  • At least 5 years in a senior executive role with P&L ownership.
  • Deep knowledge of the Senior Living market, including operator economics, care delivery models, regulatory environment, and the technology landscape.
  • Demonstrated success leading and scaling customer-facing organizations (Sales, CS, Services) in a high-growth B2B software company.
  • Proven ability to operate effectively in a matrixed environment.
  • Track record of building and maintaining executive-level customer relationships.
  • Strong financial acumen, including experience owning and managing a multi-million dollar P&L.
  • Willingness and ability to travel extensively.

Preferred Experience

  • Executive Presence & Influence: Ability to command a room and inspire confidence.
  • Collaborative Leadership Style: Consultative approach to cross-functional partnership.
  • Strategic & Analytical Thinking: Capacity to synthesize complex market dynamics into actionable plans.
  • Customer Obsession: Genuine passion for the Senior Living sector and its mission.
  • Talent Development: A reputation for building diverse, high-performing teams.
  • Adaptability & Resilience: Thrives in fast-paced, evolving environments.
  • Segment Fluency: Familiarity with the distinct business models of both diversified post-acute operators and pure-play Senior Living organizations.

Compensation & Benefits

At PointClickCare, base salary is one of the many components that make up our total rewards package. The Canada base salary range for this position is comprised of a competitive base salary + bonus + benefits. Individual compensation is determined by job-related skills, knowledge, and relevant experience.

Benefits & Perks:

  • Benefits starting from Day 1
  • Retirement Plan Matching (RRSP & 401K)
  • Flexible Paid Time Off
  • Lifestyle/Wellness Spending Account
  • Parental & Caregiver Leaves
  • Fertility & Adoption Support
  • Continuous Development Support Program
  • Employee Assistance Program
  • Learning Programs & Resources
  • Employee Recognition

Equal Employment Opportunity

PointClickCare ensures equal employment opportunity without discrimination or harassment on the basis of race, religion, national origin, status, age, sex, sexual orientation, gender identity or expression, marital or domestic/civil partnership status, disability, veteran status, genetic information, or any other basis protected by law. Accommodations are available upon request for candidates taking part in all aspects of the selection process. Please contact recruitment@pointclickcare.com.

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