VP, Product Delivery – AI

PointClickCare

VP driving product-led growth and market activation for AI solutions in healthcare. Leading teams to enhance product adoption and customer engagement while ensuring strategic alignment and sustained growth.

Posted 7/9/2026full-timeMississauga • 🇨🇦 CanadaLeadWebsite

About the role

Key responsibilities & impact

Drive product-led growth for the assigned segment by establishing early wins, accelerating customer adoption, and developing repeatable go‑to‑market motions that enable Sales teams to confidently and consistently sell validated solutions.
Define validation priorities and early‑adopter strategies; partner with Forward Deployed Engineering to prove value with strategic customers and generate actionable insights to inform product readiness and scale decisions.
Lead and align cross‑functional go‑to‑market teams across Sales, Marketing, Customer Success, and Professional Services; establish clear plays, messaging, and enablement frameworks to reduce friction and ensure field readiness.
Influence product roadmap and investment decisions by synthesizing customer feedback, market signals, and adoption data gathered through direct engagement with enterprise customers and stakeholders.
Build, lead, and develop high‑performing teams through strategic hiring, coaching, and performance management; foster a culture of accountability, inclusion, and continuous improvement.

Requirements

What you’ll need

Minimum of 10+ years of experience in senior leadership roles across product, growth, strategy, or adoption within related industries (e.g., HealthTech, SaaS, Senior Living, etc).
Bachelor’s degree in Business, Technology, or a related field; Master’s degree or MBA preferred.
Demonstrated success scaling B2B SaaS products from post‑launch through sustained market adoption and revenue growth, including establishing repeatable go‑to‑market motions.
Experience leading AI‑enabled or data‑driven products relevant to the assigned portfolio.
Strong executive presence with the ability to influence and align senior stakeholders across Product, Engineering, Sales, and Customer Success in complex, matrixed environments.
Proven experience engaging directly with enterprise customers to validate value, guide adoption, and inform product strategy and roadmap decisions.
Expertise in data‑driven decision‑making, leveraging both qualitative and quantitative insights to prioritize opportunities and manage trade‑offs.
Experience leading portfolio‑level transformations, including operating model shifts, go‑to‑market strategy evolution, or scale optimization initiatives.

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!

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Product StrategyGrowth StrategyMarket AdoptionAI-Enabled Product LeadershipPortfolio-Level TransformationsPerformance ManagementCustomer Adoption StrategiesValidation PrioritiesOperating Model ShiftsRevenue Growth

Soft Skills

Executive PresenceInfluencing StakeholdersCoachingTeam DevelopmentCulture of Accountability

Certifications

Bachelor’s DegreeMaster’s DegreeMBA