The Role
Lead enterprise-wide agentic AI architecture, standards, reusable platform components, evaluation frameworks, and production implementations across SaaS products. Build secure, observable AI systems using Azure, Anthropic, Python, Java, RAG pipelines, model routing, and orchestration. Identify high-value use cases, optimize cost and performance, establish responsible AI governance, mentor engineers, and guide cross-functional teams from prototypes to measurable business outcomes.
Summary Generated by Built In
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 quality, cost, and latency
- Extensive knowledge and understanding of enabling and maturing AI in a SaaS landscape.
- Model serving and cost/perf optimization: experience with model broker patterns, multi-model routing, and serving stacks
- Must Have - knowledge of relational databases (e.g. Microsoft SQL Server, PostgreSQL)
- Experience using system and performance monitoring tools (e.g. AppDynamics, Kibana, OpenTelemetry)
- BSc/BA in Computer Science or a related degree
Bonus points for:
· Experience with Docker, Kubernetes and Istio
· Experience with AWS/Azure cloud services or equivalent
· Experience with Service Oriented Architecture
· On-call experience with production grade systems#LI-AV1
#LI-Hybrid
PointClickCare Benefits & Perks:
Benefits starting from Day 1!
Retirement Plan Matching
Flexible Paid Time Off
Wellness Support Programs and Resources
Parental & Caregiver Leaves
Fertility & Adoption Support
Continuous Development Support Program
Employee Assistance Program
Allyship and Inclusion Communities
Employee Recognition … and more!
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. Please contact [email protected] should you require any accommodations. As part of our commitment to a streamlined and equitable hiring experience, PointClickCare uses AI tools to assist with candidate screening and assessment.
When you apply for a position, your information is processed and stored with Lever, in accordance with Lever’s Privacy Policy. We use this information to evaluate your candidacy for the posted position. We also store this information, and may use it in relation to future positions to which you apply, or which we believe may be relevant to you given your background. When we have no ongoing legitimate business need to process your information, we will either delete or anonymize it. If you have any questions about how PointClickCare uses or processes your information, or if you would like to ask to access, correct, or delete your information, please contact PointClickCare’s human resources team: [email protected]
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.
Skills Required
- Proven leadership shipping agentic AI at scale across multiple products
- Expertise and hands-on experience with Azure AI Foundry, Azure OpenAI, Azure AI Document Intelligence, Anthropic Claude Cowork, and Claude Code
- Advanced Python and Java expertise in production systems, including testing, packaging, and performance profiling
- Deep experience extending Anthropic, LangChain, and Foundry agent frameworks
- RAG and agent data pipeline expertise, including document preprocessing, OCR, NER, chunking, embeddings, vector stores, data quality, and versioning
- Experience evaluating AI systems for quality, cost, and latency
- Extensive knowledge of enabling and maturing AI in a SaaS landscape
- Experience with model broker patterns, multi-model routing, model serving, and cost/performance optimization
- Knowledge of relational databases, such as Microsoft SQL Server or PostgreSQL
- Experience with system and performance monitoring tools, such as AppDynamics, Kibana, or OpenTelemetry
- BSc or BA in Computer Science or a related degree
- Experience with Docker, Kubernetes, and Istio
- Experience with AWS, Azure cloud services, or equivalent
- Experience with service-oriented architecture
- On-call experience with production-grade systems
PointClickCare Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about PointClickCare and has not been reviewed or approved by PointClickCare.
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Healthcare Strength — Health and dental coverage appear robust, with wellness and assistance programs reinforcing core medical benefits. Coverage quality stands out relative to other benefit elements.
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Leave & Time Off Breadth — PTO and paid holidays are characterized as generous, and flexible work-from-home options are widely available. Occasional extras like summer half‑day Fridays further expand time-off flexibility.
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Flexible Benefits — A customizable mix is evident through remote/hybrid arrangements, day-one eligibility, and a lifestyle or personal spending account. Benefits such as wellness credits and support resources can be tailored to individual needs.
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The Company
What We Do
PointClickCare is the market leader driving the transformation of healthcare vulnerable and complex populations through a broad, connected care network powered by deep insights with a commitment to value, outcomes and innovation. We connect post-acute and acute care settings, people and systems like no other company. Our steadfast commitment to our culture and to providing growth opportunities to our employees is evidenced by recent recognition of PointClickCare as one of Canada’s best-managed companies and most admired corporate cultures.
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