Senior Vice President & General Manager, Senior Living
Remote
Job Summary
Define and own the Senior Living segment strategy, including distinct go-to-market approaches for diversified and pure-play operators. Serve as the primary executive sponsor for key customers and prospects, spending substantial time in market to deepen industry credibility. Own the P&L for the business unit, driving net new ARR, retention, and expansion targets while managing revenue, gross margin, and operating expenses. Lead direct reports across Sales, Customer Success, Professional Services, and Support, recruiting and developing top talent to execute against aggressive growth goals. Exercise matrixed leadership over Marketing, Product, and Engineering resources, ensuring feature prioritization reflects validated market needs. Represent PointClickCare at senior industry forums and advisory boards to shape competitive positioning. Collaborate with the Chief Revenue Officer on annual planning and resource allocation.
Required 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 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
Desired Qualifications
- Executive Presence & Influence. Ability to command a room, inspire confidence with customers and colleagues alike, and represent PointClickCare with authority and authenticity at the highest organizational levels
- Collaborative Leadership Style. Highly consultative approach to cross-functional partnership; earns trust and drives alignment through transparency, shared goals, and a genuine commitment to collective success over individual credit
- Strategic & Analytical Thinking. Capacity to synthesize complex market dynamics, competitive data, and customer insights into clear strategic choices and actionable plans
- Customer Obsession. Genuine passion for the Senior Living sector and its mission; deeply curious about operator challenges and motivated by delivering technology that improves care outcomes and operational performance
- Talent Development. A reputation as a developer of people; known for building diverse, high-performing teams and creating environments where top talent chooses to stay and grow
- Adaptability & Resilience. Thrives in fast-paced, evolving environments; comfortable operating with ambiguity and making sound decisions with imperfect information
- Segment Fluency. Familiarity with the distinct business models and buying dynamics of both diversified post-acute operators with Senior Living assets and pure-play Senior Living organizations; able to tailor strategy and message accordingly
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