Principal Software Engineer (AI) ( US)

PointClickCare Technologies Inc.

Job Overview

Location

Remote - US

Job Type

Full-time

Full Job Description

📋 Description

• As a Principal Software Engineer (AI) at PointClickCare Technologies Inc., you will serve as a senior technical leader driving the company’s AI-first and data-first transformation across products and platforms, directly contributing to the mission of helping providers deliver exceptional care through innovative, secure, and scalable AI solutions in healthcare.
• You will lead the design and delivery of production-grade AI systems, including agentic and data-driven solutions, ensuring they are reliable, scalable, observable, cost-efficient, and aligned with healthcare regulatory standards such as HIPAA, NIST AI RMF, and ONC guidance, while mentoring engineering teams and shaping organizational AI maturity.
• Day to day, you will lead the reference architecture for AI and agentic systems within key product domains, defining standards and reusable patterns for reasoning loops, orchestration, tool/function calling, memory and state management, data integration and retrieval, safety, governance, and interoperability.
• You will design and deliver production-ready AI systems, ensuring reliability, scalability, observability, performance, and cost efficiency across the full lifecycle, from prototyping to deployment and monitoring.
• You will establish platform-level AI and data components, including model broker and multi-model routing strategies, orchestration and workflow services, evaluation and experimentation frameworks, prompt/configuration/versioning systems, and telemetry, monitoring, and cost governance tooling.
• You will lead the design of end-to-end AI data pipelines, covering document ingestion, OCR, NER, preprocessing, chunking, embeddings, vector stores, hybrid search, and offline/online evaluation for quality, latency, safety, and cost.
• You will partner with data and analytics teams to align AI solutions with measurable product and business outcomes, and collaborate with Product Management to identify, shape, and validate AI-driven opportunities that improve clinical, operational, and business results.
• You will help product teams transition from problem framing to AI-enabled solutions, balancing feasibility, value, risk, and regulatory constraints, while contributing to innovation by evaluating emerging AI tools, models, and frameworks.
• You will translate successful experiments into scalable platform capabilities, ensuring all AI solutions are production-grade with strong practices for observability, logging, alerting, incident response, performance testing, cost optimization, safe rollout, experimentation, and rollback strategies.
• You will embed responsible AI and security by design principles, including RBAC, audit logging, and privacy controls, and collaborate closely with Security, Privacy, Regulatory, and Platform teams to ensure compliance with healthcare regulations.
• You will mentor and coach senior and intermediate engineers, raising overall capability in AI and data architecture, production AI engineering practices, evaluation, experimentation, and systems thinking.
• You will drive adoption of shared AI and data best practices, enabling teams to reuse platform components, contribute improvements back to shared frameworks, and consistently evolve domain-specific AI capabilities.
• You will work within the AI Engineering & Enablement team, which accelerates AI adoption across the organization by building shared platforms, establishing best practices, and enabling teams to embed AI and data capabilities into their products and workflows.
• PointClickCare is a founder-led, privately held health tech company with the largest long-term and post-acute care dataset, serving over 30,000 provider organizations through a Marketplace of 400+ integrated partners, and reinvesting a significant percentage of revenue into R&D to fuel innovation.
• Recognized by Forbes as a top private cloud company and honored as one of Canada’s Most Admired Corporate Cultures, the company offers flexibility, growth opportunities, and meaningful work in a mission-driven environment where AI is used as a catalyst for creativity, productivity, and thoughtful decision-making.
• In this role, you will have the opportunity to shape the future of healthcare by architecting smarter, human-first AI systems that create lasting impact on millions of lives, while advancing your expertise in production AI engineering within a regulated SaaS environment.
• You will gain deep experience in leading AI transformation at scale, influencing cross-functional teams, and delivering measurable business outcomes through responsible, secure, and high-performing AI systems.

🎯 Requirements

• Proven experience leading and delivering production AI systems across multiple engineering teams.
• Strong background in AI engineering with a data-first mindset, including experience with large-scale data pipelines and analytics-driven evaluation.
• Hands-on experience extending or building with modern AI/agent frameworks such as LangChain, LangGraph, AutoGen, CrewAI, LlamaIndex, or equivalent.
• Deep understanding of RAG and agentic architectures, including embeddings, vector databases, evaluation harnesses, and cost/latency tradeoffs.
• Experience designing or contributing to offline and online evaluation methodologies tied to product metrics and business outcomes.
• Experience implementing security by design and responsible AI practices in regulated or enterprise SaaS environments.

🏖️ Benefits

• Flexibility to work remotely with opportunities for in-person collaboration through required travel to Mississauga and/or Salt Lake City offices for onboarding, team events, and semi-annual/annual meetings.
• Access to significant R&D investment and resources to innovate, experiment, and translate AI prototypes into scalable platform capabilities.
• Mentorship and leadership opportunities to coach senior and intermediate engineers, elevating AI and data engineering maturity across the organization.
• Exposure to cutting-edge AI tools, models, and frameworks through collaboration with the Advanced Technology team and innovation efforts.
• Meaningful impact on healthcare outcomes by enabling AI-driven solutions that improve clinical, operational, and business results for over 30,000 provider organizations.
• Alignment with a founder-led, privately held company recognized for its strong culture, including Forbes’ top private cloud ranking and Canada’s Most Admired Corporate Cultures honor.

Skills & Technologies

Senior

Remote

Degree Required

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PointClickCare Technologies Inc.

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About PointClickCare Technologies Inc.

PointClickCare Technologies provides cloud-based software for the long-term and post-acute care sector. Its platform connects care providers, pharmacies, and payers, enabling electronic health records, medication management, billing, and analytics. The company serves skilled nursing, senior living, and home care organizations across North America, aiming to improve care coordination, reduce readmissions, and optimize reimbursement. Founded in 1995 and headquartered in Mississauga, Ontario, PointClickCare processes data for millions of resident records and supports regulatory compliance, quality reporting, and value-based care initiatives through interoperable workflows and real-time insights.

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