VP, Product Delivery & Growth - AI

About PointClickCare

PointClickCare is a leading health technology company committed to empowering healthcare providers to deliver outstanding care. Operating as a founder-led private company, it supports over 30,000 provider organizations through its extensive long-term and post-acute care data platform and a Marketplace featuring more than 400 integrated partners. The organization reinvests a considerable portion of its revenue into research and development to foster continuous innovation. Recognized by Forbes as a top private cloud company and celebrated as one of Canada's most admired corporate cultures, PointClickCare offers flexible work arrangements, opportunities for professional growth, and meaningful impact.

At PointClickCare, the workforce is empowered to drive a smarter healthcare future centered on human values and accelerated by AI technologies. Employees leverage artificial intelligence to enhance creativity, productivity, and decision-making, with comprehensive training and development programs nurturing innovation throughout their careers.

Location and Travel Expectations

This position is based in Mississauga, Ontario, with options for hybrid work or remote work within Canada. For remote employees, attendance at in-office events in Mississauga or Salt Lake City is required periodically, including onboarding, team gatherings, and semi-annual or annual meetings. Hybrid employees must reside within commuting distance and attend regular in-office events (weekly, bi-weekly, or monthly) with their team.

Role Summary

The Vice President of Product Delivery & Growth for AI is responsible for accelerating product-led expansion within the AI segment for Skilled Nursing. This role focuses on market-driven strategies to foster early customer adoption, secure initial successes, and establish scalable go-to-market processes. The VP acts as a key liaison engaging with strategic customers and industry stakeholders, collaborating closely with Product, Engineering, and Go-To-Market teams to validate product value, influence direction, and empower Sales to scale validated solutions.

Primary Responsibilities

• Lead product-led growth initiatives by fostering early customer wins and accelerating adoption within the assigned segment.
• Develop repeatable go-to-market strategies that enable the Sales teams to consistently deliver validated AI-enabled solutions.
• Define validation priorities and collaborate with Forward Deployed Engineering to demonstrate value with strategic clients and harvest insights that guide scaling decisions.
• Coordinate cross-functional go-to-market teams including Sales, Marketing, Customer Success, and Professional Services to deliver aligned messaging, plays, and enablement frameworks that streamline field readiness.
• Influence product strategy and roadmap by synthesizing direct customer feedback, market intelligence, and adoption metrics from enterprise engagements.
• Build and nurture high-performing teams through strategic hiring, ongoing coaching, and strong performance management, fostering accountability, inclusivity, and continuous improvement.

Required Qualifications

• Minimum of 10 years of senior leadership experience in product management, growth, strategy, or adoption within HealthTech, SaaS, Senior Living, or comparable industries.
• Bachelor’s degree in Business, Technology, or a related discipline; advanced degrees such as a Master's or MBA are preferred.
• Proven track record of scaling B2B SaaS products from post-launch stages through sustained market adoption and revenue growth, including creating reliable go-to-market methodologies.
• Experience managing AI-enabled or data-driven product lines relevant to the portfolio.
• Strong executive presence with a demonstrated ability to influence senior leaders across Product, Engineering, Sales, and Customer Success in complex organizational settings.
• Direct engagement experience with enterprise clients to validate product value, steer adoption, and inform strategy and roadmap decisions.
• Expertise leveraging both qualitative and quantitative data to drive informed decision-making, prioritizing opportunities and managing trade-offs effectively.
• Background in leading portfolio-wide transformational initiatives including changes to operating models, go-to-market strategies, or scaling optimizations.

Compensation and Benefits

PointClickCare offers a competitive base salary complemented by bonuses and comprehensive benefits. Total compensation is influenced by job role, level, relevant skills, experience (including professional and lived experience), and geographic location. Additional benefits include:

• Access to benefits starting from the first day of employment
• Retirement plan matching (RRSP and 401K options)
• Flexible paid time off policies
• Wellness and lifestyle spending accounts
• Parental and caregiver leave programs
• Support for fertility and adoption
• Ongoing professional development support
• Employee Assistance Programs
• Rich learning resources and programs
• Employee recognition initiatives and more

Equal Opportunity & Accessibility

PointClickCare is dedicated to providing equal employment opportunities without discrimination or harassment based on any legally protected characteristic. The company champions inclusivity and encourages applications from people with disabilities, offering accommodations during the hiring process upon request. Candidates seeking accommodations can contact the recruitment team for assistance.

Privacy & Security

Applicant information is handled in compliance with applicable privacy regulations, used to assess candidacy for current and future roles, and deleted or anonymized when no longer necessary. Hires commit to following company information security policies to protect confidential data. AI tools may assist in the recruitment process, but final hiring decisions are made by human recruiters.