(US) Principal Program Manager at PointClickCare

This is a senior-level role within the **Strategic Delivery Office (SDO)**, ideal for a seasoned project leader with 5–10 years of experience navigating complex

Work type: remote

Location: Remote, USA

Salary: $158,000 – $176,000/yr

Type: Full-time

Summary

This is a senior-level role within the **Strategic Delivery Office (SDO)**, ideal for a seasoned project leader with 5–10 years of experience navigating complex, matrixed environments. You’ll be managing high-impact enterprise transformation workstreams that sit at the intersection of technology modernization and business operations. The right candidate possesses strong financial acumen for budget management and a mastery of both Agile and Waterfall methodologies. The role is **fully remote within the US** with a competitive salary range of **$158k–$176k**. While remote, you’ll stay connected through occasional travel to Salt Lake City or Mississauga for team events. As part of a founder-led "Best Managed" company, you’ll benefit from an innovative culture that heavily re-invests in R&D and is currently leaning into AI-enhanced project delivery tools. **You might be a good fit if you:** * Have a proven track record of leading multi-year, cross-functional programs from intake to benefits realization. * Are comfortable managing vendor relationships and SOWs alongside internal technical teams. * Can translate complex project metrics and risks into clear, actionable updates for executive sponsors. * Have experience partnering with Organizational Change Management (OCM) to ensure team adoption and readiness.

Job Description

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](https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fpointclickcare.com%2Flife-at-pointclickcare%2F&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586947941%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=dIKtrMG7L0sb%2FfLrFRvhcZAmfqfNXTXDTvMsoJkwGvM%3D&reserved=0) and connect with us on [Glassdoor ](https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.glassdoor.ca%2FOverview%2FWorking-at-PointClickCare-EI_IE452666.11%2C25.htm&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586978442%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=KVgSiL%2ByFmnpxTc5PmuErMwRNwDmTGqUzJIUSIm5fY0%3D&reserved=0)and [LinkedIn](https://can01.safelinks.protection.outlook.com/?url=https%3A%2F%2Fwww.linkedin.com%2Fcompany%2Fpointclickcare%2F&data=05%7C02%7CSandeep.Dhillon%40pointclickcare.com%7Ce9353db140a24fd980f808ddb00013f1%7Cafd0249eca3d42058bf4ac2b6abd0fec%7C0%7C0%7C638860236586994867%7CUnknown%7CTWFpbGZsb3d8eyJFbXB0eU1hcGkiOnRydWUsIlYiOiIwLjAuMDAwMCIsIlAiOiJXaW4zMiIsIkFOIjoiTWFpbCIsIldUIjoyfQ%3D%3D%7C0%7C%7C%7C&sdata=AFNWMltUX65iQ5E5LFYOrA9bKP10SzKQ7jwcti57q2E%3D&reserved=0).

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.

Position Summary:
Reporting to the Director, Portfolio Management, you will act as the primary client liaison to lead the implementation of projects and program workstreams within the Strategic Delivery Office of PointClickCare. You will support multi-year enterprise transformation programs and/or individual projects governed by the SDO, ensuring alignment with transformation strategy and portfolio-level objectives. This role will be responsible for managing both standalone projects and workstreams embedded within larger transformation programs, requiring strong collaboration with Program Directors, Business stakeholders, OCM partners, PO’s and Enterprise Architecture teams.

## Key Responsibilities:

Enterprise Project & Program Delivery Leadership

Own end-to-end delivery of complex projects and embedded workstreams within enterprise transformation programs:

Act as primary client liaison for SDO-governed projects and programs

Lead standalone projects and workstreams within multi-year, cross-functional transformation programs

Ensure alignment with transformation strategy, portfolio objectives, and program roadmaps

Maintain momentum, cohesion, and clear ownership across all workstreams

Manage day-to-day operational execution, including task definition and resource allocation

Participate in integrated planning rhythms across SDO programs

Governance, Planning & Financial Management

Apply PMO best practices to deliver projects on time, on budget, and in alignment with SDO governance standards:

Develop and maintain project plans using PMO methodologies tailored to stakeholder needs

Ensure adherence to SDO intake, prioritization, governance, and reporting standards

Manage project scope, budget, timelines, and resourcing

Assess and manage scope changes, including impact analysis on budget, schedule, and capacity

Drive benefits realization by ensuring scope and solutions align to intended business outcomes

Stakeholder, Executive & Vendor Management

Enable informed decision-making through strong stakeholder engagement, executive communication, and vendor oversight:

Communicate project status, milestones, budget tracking, and risks to executive sponsors and business stakeholders

Own escalation and change control processes, ensuring timely resolution

Prepare and maintain all project management reports using SDO-standard formats

Contribute to portfolio dashboards and integrated program reporting

Coordinate with vendors from SOW development through delivery

Manage vendor onboarding, accountability to contract, deliverables, and timelines

Lead vendor calls and maintains productive vendor relationships

Risk, Change & Data-Driven Decision Management

Proactively manage risk, change, and delivery insights to protect outcomes and enable adoption:

Identify, assess, and manage project risks and issues with appropriate urgency

Facilitate problem-solving by bringing the right stakeholders together and driving closure

Own accountability for decision-making at the appropriate organizational level

Integrate Organizational Change Management into project planning

Partner with Program Change Directors on readiness, impacts, communications, adoption, and collision risks

Leverage data-driven metrics and AI-enabled insights for forecasting, risk identification, and stakeholder communication

PMO Capability Building & Organizational Contribution

Strengthen enterprise delivery maturity through PMO capability development and continuous improvement:

Build deep understanding of business functions and technical needs

Foster growth of project management capabilities within the PMO

Share best practices, tools, and lessons learned across teams

Contribute to the overall goals and objectives of the Project Management Office

Support adoption of project metrics, dashboards, and AI-assisted delivery tools

## Required Skills & Experience:

Experience:

5–10 years of professional project management experience in complex environments

Demonstrated experience leading agile projects or programs end‑to‑end, including scope, schedule, budget, and resources

Experience working in matrixed organizations with cross‑functional teams and shared accountability

Proven experience managing project risks, issues, dependencies, and escalations

Core Skills & Capabilities:

Strong project planning and execution using PMO best practices and governance standards

Ability to manage scope changes and clearly communicate impacts to budget, schedule, and resourcing

Excellent stakeholder and executive communication skills, including status reporting and escalation management

Strong analytical and problem‑solving skills, including basic root cause analysis

High attention to detail, organization, and time management

Proven experience delivering agile and waterfall projects and programs/initiatives

Tools & Ways of Working:

Proficiency with project management and productivity tools (e.g., MS Office, JIRA, Aha! or similar)

Experience gathering, analyzing, and reporting project metrics and dashboards

Comfort working in data‑driven environments and interpreting metrics to inform decisions

Experience working with AI‑assisted delivery, forecasting, or analytics tools

Strong business acumen with the confidence to drive accountability and decision ownership at senior levels

## Preferred Experience:

Experience managing projects in one or more of the following areas:

Enterprise-wide transformation programs

Technology modernization projects

Multi-vendor delivery projects

Cross-functional multi-team delivery initiatives

Experience delivering workstreams within enterprise‑wide, multi‑year transformation programs

Experience supporting digital transformation, enterprise information management, or Corporate Data Office initiatives

Experience partnering with Organizational Change Management (OCM) teams to manage readiness, adoption, and change impacts

Demonstrated ability to integrate change management activities into project delivery

PMP, Agile, or equivalent certification preferred

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