Head of Technical Programme Management (Winnipeg)

Head of Technical Programme Management (Winnipeg)

07 Nov
|
PointClickCare
|
Winnipeg

07 Nov

PointClickCare

Winnipeg

Technical Program ManagerLocation: Mississauga, ON – Hybrid or Canada - Remote Travel to Office expectationsFor 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 RolesFor Hybrid: 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.

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. one that is human‑firstand 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. About the TeamThe Product Operations team works at the intersection of product, engineering, and platform to help teams deliver with purpose, speed, and measurable impact.



This is an opportunity to shape how complex technical programs operate at scale across a collaborative, outcome‑focused setting.

At PointClickCare, Technical Program Managers are strategic enablers of product outcomes, connecting strategy, delivery, and learning across our product and engineering ecosystem. You’ll orchestrate complex initiatives that span products, platforms, and domains, ensuring empowered teams have the clarity, alignment, and flow to deliver meaningful customer and business impact. Partner with Product and Engineering Leads to translate strategy and OKRs into coordinated execution plans, ensuring teams stay focused on delivering measurable customer and business value.

Harness AI for insight: Use AI‑driven analytics to surface risks, detect bottlenecks, and generate proactive recommendations that improve velocity and predictability. Coach teams on healthy operating rhythms and data‑driven practices that balance autonomy with alignment. Facilitate alignment between senior product, design, and engineering leaders - making trade‑offs visible, decisions explicit, and accountability shared.

Contribute to how PointClickCare executes at scale, evolving shared tools, processes, and frameworks that amplify impact across the portfolio. Bachelor’s degree in Computer Science, Engineering, or related field, or equivalent practical experience. 5+ years of experience leading complex software programs in TPM/EPM or similar roles.

Experience translating strategy and OKRs into execution plans, managing dependencies, risks, and delivery health signals. Proficient with program execution and delivery tooling (Jira, Confluence, Aha! or equivalents) for planning, dependency management, status reporting, and stakeholder visibility. Technical fluency in modern software systems (APIs, architectures, integration patterns) and ability to engage in technical design conversations. comfort using AI tools to support analysis and decision‑making.

Proven track record delivering complex programs (SaaS,



large systems) that span multiple teams and domains (platform, product, data). Technical fluency - you understand system architectures, APIs, integration patterns, and can engage in technical design conversations. Influence without authority - you align stakeholders, manage conflict, and build consensus across teams with different priorities.

Data‑driven mindset - you define and use meaningful metrics to track health, predict issues, and drive decisions.

AI fluency and curiosity: Understanding of applied AI concepts Comfort using AI tools to support analysis, documentation, and decision‑making. Awareness of responsible and ethical AI practices in engineering environments. Excellent communication skills - able to tailor messages and status to technical teams, product partners, and senior leadership.

Passion for using technology, including AI, to improve how teams work, decide, and deliver. You coach teams to operate with greater autonomy, velocity, and data‑driven decision‑making. You embody AI‑first leadership, role‑modeling intelligent ways of working that elevate how the organization learns and executes.

The Canada base salary range for this position is $144,000 - $160,000 + bonus + benefits.

Retirement Plan

Matching (RRSP & 401K) Flexible Paid Time Off Lifestyle/Wellness Spending Account Employee Assistance Program 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.

When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. 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. #

📌 Head of Technical Programme Management (Winnipeg)
🏢 PointClickCare
📍 Winnipeg

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