Principal AI Engineer

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.

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.

PointClickCare is searching for a Principal AI Engineer who will lead and design AI systems across multiple SaaS solutions following our AI Design Patterns, defining technical standards and reusable patterns for reasoning, tool use, and coordinated action. This role will be part of a team which drives enterprise-wide AI enablement by defining strategy, evangelizing adoption, and delivering measurable business impact. It identifies and prioritizes high-value AI use cases, builds scalable AI solutions, and creates playbooks and patterns to accelerate implementation. Through innovation hubs and close collaboration with product, engineering, and operations, the team transforms prototypes into production-ready solutions. Additionally, it invests in talent development, equipping teams with the skills and tools to embed AI across the organization and leads governance of AI solutions across the organization.

To succeed as a Principal AI Engineer at PointClickCare, you need to be highly innovative, creative, accountable, collaborative, and passionate. The Principal AI Engineer partners with cross-functional teams to transition prototypes into secure, observable production solutions and establish playbooks, evaluation frameworks, and platform components to accelerate adoption. Additionally, the Principal AI Engineer mentors' teams and ensures alignment with Responsible AI, security, and regulatory requirements.

Responsibilities

Set the technical vision and reference architecture for agentic AI across applications defining org-wide standards for reasoning loops, tool use/function calling, memory, safety, and interoperability.
Build and govern reusable platform components—model broker & multi-model routing, orchestration services, evaluation harnesses, prompt/versioning stores, and telemetry—to accelerate adoption across teams.
Develop and refine advanced prompting strategies for LLMs.
Drive cross-functional roadmaps and integration standards across business teams—setting API/versioning contracts, optimizing LLM/agent cost performance, and mentoring engineers to raise the bar.
Establish and evolve evaluation frameworks for LLMs and agentic systems, including offline and online testing methodologies, safety assessments, quality metrics, and business outcome dashboards.
Be the go-to Subject Matter Expert (SME) and internal AI expert for relevant enterprise applications, senior leadership, vendors, business partners and internal team members while staying ahead of emerging trends and advising on best practices
Identify, prioritize and execute AI use cases with clear business outcomes
Be a coach/mentor for other engineers on AI maturity, including performing peer reviews, leading technical knowledge sharing sessions, establishing engineering best practices, approving pull requests and improving the overall quality of the technical solution

Qualifications We Are Looking For

Proven leadership shipping agentic AI at scale across multiple products, setting organization wide standards for reasoning loops, tool use/function calling, memory, safety, and interoperability.
Must Have - Expertise & Hands-on experience in Agentic AI Tech stack primarily in Microsoft (Azure AI Foundry, Azure OpenAI, and Azure AI Document Intelligence) and Anthropic (Claude Cowork and Claude Code).
Must Have - Advanced Python & Java expertise in production systems (testing, packaging, performance profiling) and deep experience extending agent frameworks such as Anthropic, LangChain, and Foundry.
RAG/agent data pipeline expertise: document preprocessing (OCR/NER), chunking strategies, embeddings, vector stores, and data quality/versioning—with evaluation of harnesses for qualit