--- title: 'Senior Vice President & General Manager, Senior Living at PointClickCare' canonical: 'https://feeny.ai/job/senior-vice-president-general-manager-senior-living-pointclickcare-mississauga-jnprgz4mxjn2' type: 'job' last_seen: '2026-09-14' --- # Senior Vice President & General Manager, Senior Living at PointClickCare - **Company:** PointClickCare - **Location:** Mississauga, Canada - **Employment:** full-time - **Work type:** hybrid - **Posted:** 2026-07-02 - **Last confirmed live:** 2026-09-14 - **Apply:** https://jobs.lever.co/pointclickcare/0fde392d-cc61-4cef-8a6c-8e2d4a644fc8 ## Job description Job Title: Senior Vice President & General Manager, Senior Living Location: Mississauga-Hybrid / Canada-Remote **Travel to Office expectations** For Remote Roles: If this role is remote, there will be in-office events that will require travel to and from the Mississauga and/or Salt Lake City office. These will include, but not limited to, onboarding, team events, semi-annual and annual team meetings. For Hybrid Roles: If this role is Hybrid, there will be an expectation to reside within commutable distance to the office/location specified in the job listing. This will include, but not limited to, weekly/bi-weekly/monthly events in the office with your specific team. This is a requirement for this role. At PointClickCare our mission is simple: to help providers deliver exceptional care. And that starts with our people. As a leading health tech company that’s 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, making a real difference in millions of lives. We also reinvest a significant percentage of our revenue back into research and development, ensuring our employees have the resources to innovate and make a lasting impact. 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. At PointClickCare, we empower our people to be the architects of a smarter healthcare future; one that is human-first and accelerated by AI to create meaningful and lasting change. Employees harness AI as a catalyst for creativity, productivity, and thoughtful decision-making. By integrating AI tools into our daily workflows, collaboration is enhanced, outcomes are improved, and every team member has the proficiency to maximize their impact. It all starts with our hiring practices where we uncover AI expertise that complements our mission, and we continue to invest in training and development to nurture innovation throughout the employee journey. Join us in redefining healthcare — so it doesn’t just survive, it thrives. 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. The SVP & GM will spend significant time in market and with customers, building trusted relationships with C-suite stakeholders at both diversified and pure-play Senior Living operators. Success in this role requires the ability to lead through influence as well as authority, aligning product, engineering, and marketing partners around a shared Senior Living strategy. 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, 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. P&L Management & Revenue Growth 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. Customer-Facing Team Leadership 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. Cross-Functional Partnership Exercise matrixed leadership over Marketing, Product Management, and Engineering resources aligned to the Senior Living vertical, aligning roadmaps and campaigns to segment priorities. Act as the primary voice of the Senior Living customer into the product organization, ensuring feature prioritization reflects validated market needs and competitive gaps. Partner with Marketing to develop Senior Living-specific demand generation strategies, content, and brand positioning that resonate with operator buyers. Collaborate closely with Finance, Legal, and People & Culture to align operational execution with corporate standards and requirements. Required Skills & Qualifications: 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. Preferred Experience: 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. 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 would be comprised of a competitive base salary + bonus + benefits. Our salary ranges are determined by job and level.  Within the range, individual compensation is determined by job-related skills and knowledge, relevant experience including professional and lived experience, and/or work location. Your recruiter can share more information about our total rewards package during the hiring process. PointClickCare 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 … and more! Equal Employment Opportunity: It is the policy of PointClickCare to ensure 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. PointClickCare welcomes and encourages applications from people with disabilities. Accommodations are available upon request for candidates taking part in all aspects of the selection process. Please contact recruitment@pointclickcare.com should you require any accommodations. When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. We use this information to evaluate your candidacy for the posted position. We also store this information, and may use it in relation to future positions to which you apply, or which we believe may be relevant to you given your background. When we have no ongoing legitimate business need to process your information, we will either delete or anonymize it.  If you have any questions about how PointClickCare uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact PointClickCare’s human resources team: recruitment@pointclickcare.com PointClickCare is committed to Information Security. By applying to this position, if hired, you commit to following our information security policies and procedures and making every effort to secure confidential and/or sensitive information. #LI-Remote ## About PointClickCare ## Company Overview - **One-liner**: PointClickCare provides a cloud-based electronic health record (EHR) and care collaboration platform for senior living, skilled nursing, and post-acute care providers, serving as North America’s #1 senior care EHR. - **Entity Type**: Private (Late Stage) - **Headquarters**: Mississauga, Ontario, Canada - **Founded**: 2000 - **Founders**: Mike Wessinger and Dave Wessinger ## Core Business - **Primary industry**: Healthcare IT – specifically electronic health records (EHR), care coordination, and value-based care solutions for long-term and post-acute care (LTPAC) and senior living. - **Target customers**: B2B – skilled nursing facilities, assisted living communities, continuing care retirement communities, acute care hospitals, health plans, and other post-acute providers. - **Mission / Purpose**: To make healthcare more connected, efficient, and insight-driven by transforming how care is planned, delivered, and paid for – ultimately improving outcomes for millions of patients. ## Products & Services - **PointClickCare EHR**: Industry-leading, integrated electronic health record for senior living and long-term care, with purpose-built workflows for move-in, service delivery, billing, and clinical documentation. - **AI-Informed Healthcare**: Proprietary AI model trained on the largest LTPAC dataset in North America to identify high-risk patients, reduce readmissions, and streamline care coordination using predictive, chart-level insights. - **Intelligent Transitions**: Tools that use billions of patient data points to provide care teams with proactive, actionable insights for optimizing patient transitions across acute and post-acute settings. - **Reimbursable Outcomes**: Advanced analytics that connect clinical outcomes to reimbursement, helping providers and payers improve quality scores, meet value-based care goals, and navigate financial complexities. - **PointClickCare Marketplace**: An ecosystem of 400+ integrated third-party partners that allows organizations to customize and extend their care platform. *Each product is a SaaS offering, delivered as part of a unified cloud platform.* ## Market Standing - **Valuation**: $4 billion as of the latest reported round ([Tracxn](https://tracxn.com/d/companies/pointclickcare/__HQJYcaarZQgBhkk16un5Vwr98WSt4aEIr6x0wRz22YY)) - **Total Funding**: $283 million raised across 5 rounds; notable investors include **Dragoneer Investment Group** and **Hellman & Friedman** ([Tracxn](https://tracxn.com/d/companies/pointclickcare/__HQJYcaarZQgBhkk16un5Vwr98WSt4aEIr6x0wRz22YY)) - **Key Metric**: Trusted by more than **30,000 provider organizations**; serves every major US health plan; network accounts for **700M+ total patient visits**; **#1 senior care EHR in North America** ([PointClickCare](https://pointclickcare.com/company/about-us/)) - **Growth Signals**: - Acquired three companies in recent years: **American HealthTech** (2024), **Patient Pattern** (2023), and **Audacious Inquiry** (2022) to expand capabilities in AI, health data exchange, and revenue cycle management ([Tracxn](https://tracxn.com/d/companies/pointclickcare/__HQJYcaarZQgBhkk16un5Vwr98WSt4aEIr6x0wRz22YY)) - Recognized as a **Forbes top 100 private cloud company** ([PointClickCare](https://pointclickcare.com/company/about-us/)) - Employee count of **1,500** as of March 2025 ([Tracxn](https://tracxn.com/d/companies/pointclickcare/__HQJYcaarZQgBhkk16un5Vwr98WSt4aEIr6x0wRz22YY)) - **Annual Revenue**: Not publicly available (private company). ## Competitive Advantages - **Largest LTPAC dataset in North America** – Powers a proprietary AI model that delivers predictive, chart-level insights unmatched by competitors. - **Network effects** – A vast, integrated ecosystem of 400+ partners and connections to every major US health plan creates high switching costs and deep data interoperability. - **20+ years of founder-led innovation** (independent since 2000), with deep domain expertise in senior care and post-acute value-based care. - **#1 senior care EHR** brand recognition and trust among 30,000+ provider organizations. ## Strategic Focus - **Value-based care enablement**: Helping providers and payers improve outcomes while navigating value-based reimbursement models through analytics and intelligent transitions. - **AI-first innovation**: Expanding the use of proprietary AI to reduce clinician administrative burden, identify high-risk patients, and optimize care coordination. - **Platform expansion**: Growing the marketplace and integration ecosystem to become the operating system for the entire LTPAC continuum. - **Continued M&A**: Pursuing strategic acquisitions to broaden functionality (clinical AI, revenue cycle, health data exchange) and geographic footprint. ## Why Work Here - **Culture & Inclusion**: Emphasizes a culture of belonging through an **Allyship & Inclusion Community** and values diverse backgrounds and perspectives ([Life at PointClickCare](https://pointclickcare.com/life-at-pointclickcare/)) - **Work Flexibility**: Offers **flex work and time off** with a hybrid model to support work-life balance ([Life at PointClickCare](https://pointclickcare.com/life-at-pointclickcare/)) - **Learning & Growth**: Provides continuous learning opportunities and career development resources, including internship and co-op programs for students ([Life at PointClickCare](https://pointclickcare.com/life-at-pointclickcare/)) - **Competitive Benefits**: Competitive compensation, incentives, recognition programs, and rewards ([Life at PointClickCare](https://pointclickcare.com/life-at-pointclickcare/)) - **Impactful Mission**: Work on technology that directly improves the quality of care for millions of seniors and patients across North America. - **Headcount**: 1,500 employees as of March 2025, indicating a scaling organization with room for career growth. ## Sources 1. [PointClickCare About Us](https://pointclickcare.com/company/about-us/) 2. [Life at PointClickCare](https://pointclickcare.com/life-at-pointclickcare/) 3. [PointClickCare Careers on Lever](https://jobs.lever.co/pointclickcare) 4. [Tracxn Company Profile](https://tracxn.com/d/companies/pointclickcare/__HQJYcaarZQgBhkk16un5Vwr98WSt4aEIr6x0wRz22YY) 5. [PointClickCare Main Site](https://pointclickcare.com/) ## Other roles at PointClickCare - [Senior Infrastructure SRE](https://feeny.ai/job/senior-infrastructure-sre-pointclickcare-mississauga-51x0a4d668vh) — Mississauga, Canada - [Subscription & Billing Analyst (6 month contract)](https://feeny.ai/job/subscription-billing-analyst-6-month-contract-pointclickcare-mississauga-y4bjrd9a4jvx) — Mississauga, Canada - [Sr. Accounts Receivable Specialist](https://feeny.ai/job/sr-accounts-receivable-specialist-pointclickcare-mississauga-p5dsxj9edgxh) — Mississauga, Canada - [Market Research Manager (US)](https://feeny.ai/job/market-research-manager-us-pointclickcare-united-states-e2z71575f3aj) — United States - [Sr. Accounts Receivable Specialist (1 year contract)](https://feeny.ai/job/sr-accounts-receivable-specialist-1-year-contract-pointclickcare-mississauga-cyba898jqn7f) — Mississauga, Canada - [Principal AI Engineer](https://feeny.ai/job/principal-ai-engineer-pointclickcare-mississauga-veqdkj1fzk1k) — Mississauga, Canada - [Canada- Jr Software Engineer (SRE)](https://feeny.ai/job/canada-jr-software-engineer-sre-pointclickcare-mississauga-jha6n2eyzmqb) — Mississauga, Canada - [Market Research Manager (CA)](https://feeny.ai/job/market-research-manager-ca-pointclickcare-mississauga-v9zfqt35h3zp) — Mississauga, Canada - [Content Strategist, Contract (US)](https://feeny.ai/job/content-strategist-contract-us-pointclickcare-united-states-jvpmkbke3vgw) — United States - [Content Strategist, Contract (CA)](https://feeny.ai/job/content-strategist-contract-ca-pointclickcare-mississauga-xtwjdg2e1acs) — Mississauga, Canada