Jobs at PointClickCare

The Senior Financial Analyst prepares financial statements, Audit Committee and Board materials, reporting, disclosures, and technical accounting analyses. The role coordinates external audits, supports month-end close, reconciliations, internal control monitoring, risk documentation, and accounting standard implementation. It also identifies opportunities to apply AI and automation, supports special finance projects, and partners with finance and business leaders to improve reporting accuracy and efficiency.

Legal Counsel will draft and negotiate complex commercial, technology, SaaS, privacy, and partnership agreements while supporting corporate governance, subsidiary management, intercompany matters, and strategic transactions. The role requires independently managing sophisticated legal issues, balancing risk with business objectives, advising stakeholders, and contributing to legal process improvement and emerging technology initiatives.

Senior UX Researcher plans and leads mixed-method research, including participant recruitment, interviews, surveys, usability testing, analysis, and synthesis. The role translates customer insights into product strategy and UX design recommendations, partners with Product, Design, Engineering, and other stakeholders, communicates findings to leadership, and provides research project leadership. Healthcare or regulated-industry experience is preferred.

Manages scheduling, capacity planning, delivery governance, and go-live readiness for data migration projects. Coordinates Sales, Project Management, Resource Management, customers, and technical delivery teams to prioritize and deliver projects. Monitors portfolios, risks, dependencies, metrics, and documentation while leading continuous improvement. Supports AI-enabled automation, responsible AI practices, stakeholder management, and operational efficiency in a customer-focused healthcare technology environment.

Develop and maintain scalable Java and Spring Boot applications throughout the software development lifecycle. Collaborate with business stakeholders, internal teams, and vendors to refine requirements and improve products. Write clean code, REST APIs, automation scripts, and test-driven automated tests; analyze and debug systems; conduct performance monitoring; review code; and keep software current. The role also involves mentoring opportunities, production support, and collaboration in a hybrid Waterloo setting.

Leads Product Operations across Product and Engineering by establishing portfolio planning, governance frameworks, operating cadences, performance reporting, and decision-support processes. Partners with executive and cross-functional leaders to improve prioritization, execution predictability, organizational alignment, and operational effectiveness. Oversees portfolio visibility, risk mitigation, continuous improvement, and development of Product Operations staff and leaders.

Executive product leader responsible for PointClickCare’s enterprise Data as a Product strategy, customer-facing data products, APIs, interoperability, marketplace capabilities, monetization, and AI-enabled solutions. The role owns portfolio strategy, investment priorities, commercial growth, ecosystem partnerships, and executive stakeholder alignment while leading a senior product organization. Responsibilities also include organizational development, succession planning, regulatory and intellectual property considerations, and representing data strategy to customers, partners, analysts, and industry organizations.

Supports subscription and billing operations through financial transaction analysis, account reconciliation, billing corrections, dispute resolution, credit memos, rebills, and subscription changes. Reviews contract terms, analyzes billing anomalies, prepares reports, and explains variances to stakeholders. Partners with Customer Success, Professional Services, and other business teams on process improvements, data governance, quote-to-cash activities, and subscription management best practices.

Develop and maintain scalable Java applications and REST APIs using Spring Boot. Write clean, efficient code, automate tasks, test using TDD, troubleshoot systems, monitor performance, and collaborate with internal teams and vendors. Review code, validate software, apply current technologies, and contribute to product improvements. The role may also involve cloud platforms, containers, CI/CD, security protocols, UI frameworks, on-call support, and mentoring.

Manages accounts receivable collections for an assigned customer portfolio, including reconciliations, invoice and credit documentation, unapplied payment application, pre-authorized payments, and overdue account recovery. Investigates billing issues, resolves complex escalations, maintains accurate account records, collaborates with sales, customer success, finance, and payments teams, and prepares reports and analyses for management. The role requires strong communication, negotiation, analytical, organizational, and attention-to-detail skills.

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.

Supports critical production services, monitoring, incident response, deployment validation, observability, and reliability improvements. Develops scripts, automation, AI-powered operational tools, runbooks, and workflows to reduce operational toil. Partners with development teams on reliability best practices, operational readiness, and production system understanding while learning SRE, distributed systems, and cloud operations under mentorship.

Leads qualitative and quantitative market research to uncover customer, market, competitive, and healthcare industry insights. Designs and manages surveys, focus groups, interviews, brand trackers, and complex research studies; analyzes data using statistical and AI-based tools; and delivers reports, dashboards, presentations, and recommendations. Collaborates with product, engineering, sales, marketing, and customer success teams, coordinates external research partners, maintains data quality, and manages multiple research projects and timelines.

Own and execute PointClickCare’s owned brand content strategy across blogs, podcasts, web, and long- and short-form channels. Responsibilities include editorial planning, writing, editing, agency management, executive thought leadership, content distribution, performance measurement, event content for SUMMIT, and employer brand support. The role partners closely with product marketing, demand generation, growth, HR, and talent acquisition teams to align content with business and audience priorities.

Lead the design and implementation of scalable Java microservices, data platforms, and batch and real-time pipelines. Optimize lakehouse technologies, event-driven architectures, cloud-native deployments, data quality, governance, observability, and performance. Establish schema contracts, testing, monitoring, SLAs, SLOs, and automated validation. Provide technical leadership, mentor engineers, collaborate with product, analytics, and AI teams, and drive modernization and engineering best practices as a hands-on contributor.

Leads PointClickCare’s HR technology roadmap, Workday migration, AI-agent deployment, workflow redesign, data governance, and responsible AI controls. Oversees HR technology teams, vendors, budgets, configuration, testing, cutover, hypercare, adoption, and change management. Partners cross-functionally to improve HR service delivery, establish trusted data and reporting, and redesign processes for safe automation and effective AI-human collaboration.

Lead and manage high-visibility customer support escalations, coordinate cross-functional resolution with engineering/product/customer success, build the escalation management function and processes, use data to drive incident response and customer recovery plans, and communicate outcomes to technical and executive stakeholders.

The Principal Software Engineer will design and implement features, write production-grade code, mentor team members, and ensure technical excellence within a Scrum team.

Lead strategic talent development for assigned business functions by designing and delivering multi-modal learning programs, managing instructional design projects end-to-end, partnering with HR and business leaders to assess skills gaps, running workshops/off-sites, and monitoring learning metrics for continuous improvement.

Lead and scale UX, content design, and research across a multi-product B2B healthcare platform. Define experience strategy, governance, design systems, and AI-enabled workflows; partner with Product and Engineering; build and coach design teams; drive measurable improvements in usability, adoption, accessibility, and customer satisfaction.