Senior Vice President, General Manager – Senior Living

PointClickCare

Senior Vice President & General Manager for Senior Living at PointClickCare. Leading growth, profitability, and market strategy within the Senior Living sector.

Posted 7/7/2026full-timeMississauga • 🇨🇦 CanadaSeniorWebsite

About the role

Key responsibilities & impact

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, spending substantial time in market to deepen industry credibility and customer trust.
Represent PointClickCare at senior industry forums, conferences, and customer advisory boards, shaping market perception and competitive positioning.
Collaborate with the CRO and the broader executive team on annual planning, resource allocation, and investment priorities for the Senior Living vertical.
Own the P&L for the Senior Living business unit, including revenue, gross margin, and operating expense accountability across all SL market segments.
Drive net new ARR growth, net revenue retention, and expansion revenue targets, maintaining rigorous pipeline discipline and forecast accuracy.
Develop and execute segment-specific investment theses, ensuring resource allocation reflects the distinct dynamics of independent living, assisted living, memory care, and continuing care retirement communities.
Identify and pursue inorganic growth opportunities, including partnerships and adjacent market expansion, in coordination with Strategy, Partnerships, and Corporate Development.
Drive the full go-to-market motion for all Senior Living Products across all segments.
Hold direct line management responsibility for all customer-facing functions within the Senior Living vertical, including Sales, Customer Success, Professional Services, and Support leadership.
Recruit, develop, and retain top talent, building a high-performance team capable of executing against aggressive growth targets while delivering an outstanding customer experience.
Operate, manage, and lead a cross functional team of direct reports and matrixed resources to achieve jointly established business objectives.
Establish clear performance standards, accountability frameworks, and career development pathways across the customer-facing organization.
Ensure appropriate staffing levels and skills to support current and planned Senior Living investments, proactively identifying and closing talent gaps.
Exercise matrixed leadership over Marketing, Product Management, and Engineering resources aligned to the Senior Living vertical, aligning roadmaps and campaigns to segment priorities.

Requirements

What you’ll need

15+ years of progressive leadership experience in enterprise software, healthcare technology, or a related SaaS environment, with 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 serving the sector.
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, influencing outcomes across product, engineering, and marketing without direct authority.
Track record of building and maintaining executive-level customer relationships, with the credibility to engage as a peer with C-suite leaders at major Senior Living operators.
Strong financial acumen, including experience owning and managing a multi-million dollar P&L, with proficiency in SaaS revenue metrics and operating KPIs.
Willingness and ability to travel extensively to be present with customers, prospects, and team members across key markets.

Benefits

Comp & 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 … and more!

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Applicant Tracking System Keywords

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Hard Skills & Tools

Enterprise Software LeadershipHealthcare Technology ExpertiseSaaS Revenue MetricsOperating KPIs ManagementGo-To-Market Strategy Development

Soft Skills

Relationship BuildingInfluencing Without AuthorityTeam DevelopmentPerformance Management