Sr. Director, Design & User Experience

Pointclickcare
Mississauga, CA
HybridCareer-pivot friendly

Who this role is best for

Aimed at senior UX leaders who have scaled design systems in complex B2B healthcare technology environments and can drive AI transformation.

Best fit for

  • Seasoned UX leader with executive-level influence in product and engineering teams.
    — “Proven experience operating at the executive level within Product and Engineering organizations
  • Design strategist comfortable embedding AI into healthcare workflows.
    — “Experience integrating AI and emerging technologies into user experiences
  • Manager of managers who builds high-performing distributed teams.
    — “Build, lead, and develop high-performing teams across UX design

Things to consider

  • Hybrid roles require residing within commutable distance to Mississauga.
    — “reside within commutable distance to the office/location specified
  • Remote roles mandate occasional travel to Mississauga or Salt Lake City.
    — “in-office events that will require travel to and from

How to stand out

  • Quantify impact of past design systems on product adoption metrics.
    — “Drive measurable improvements in product adoption, usability
  • Showcase executive-level partnership in product strategy documents.
    — “Partner closely with Product and Engineering executive leadership
  • Highlight regulated industry experience in healthcare or similar domains.
    — “regulated or high-complexity domains
Pace · SteadyCollaboration · HighAutonomy · MediumDecision Impact · TeamLevel · Senior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • improved user satisfaction metrics
  • successful AI integration in product
Typical background
MBA in design or related fieldexperience in tech product design

Skills & requirements

Required

User Experience DesignProduct ManagementUser Interface DesignAI Integration

Preferred

Team LeadershipCross-functional Collaboration

Stack & domain

HealthcareProduct DesignUser Experience

About the role

Original posting from Pointclickcare via Lever

Job Title: Sr. Director, Design & User Experience

Location: Mississauga, ON – Hybrid / Canada – Remote

**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.

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.

Position Summary:

The Senior Director, Design & User Experience is accountable for ensuring that all product interactions are intuitive, consistent, and aligned to customer needs and business outcomes. This role operates at the intersection of Product, Engineering, and Design—driving a unified experience strategy across teams and embedding high standards of craft, clarity, and accountability. The leader will advance UX and content design as a strategic capability, enabling faster execution, stronger product-market fit, and scalable, AI-enabled product experiences across a complex B2B healthcare technology portfolio.

Key Responsibilities:

Oversee and evolve clear guidelines for user experience and product content, including how users interact with AI-enabled functionality to improve efficiency across roles in the healthcare continuum

Champion and lead initiatives to improve UX quality and drive AI transformation, defining success metrics and measuring impact on key business outcomes

Standardize interaction patterns, content design practices, and the growth and adoption of the internal design system across multiple products and teams

Partner closely with Product and Engineering executive leadership to align on strategy, initiative progress, and risk mitigation

Collaborate with Outbound Product, Escalations, and Customer Success teams to identify high-impact user pain points and translate them into actionable experience improvements

Ensure UX and content design are embedded early in product discovery, planning, and decision-making processes

Clarify decision rights and ownership at the intersection of Product and UX to enable efficient, high-confidence decision-making

Reduce ambiguity and rework by establishing clear accountability models and scalable design governance practices

Build, lead, and develop high-performing teams across UX design, content design, and user research, including coaching managers and senior ICs

Establish operating rhythms, measurable goals, and performance expectations aligned with Product and Engineering organizational standards

Foster a culture of excellence, discipline, clarity, and continuous learning across distributed teams

Enable adoption of AI-supported workflows, tools, and design practices to improve team productivity, quality, and delivery speed

Drive measurable improvements in product adoption, usability, accessibility, and overall customer satisfaction

Required Skills & Qualifications:

10+ years of experience in UX, content design, or product design within complex B2B technology environments

5+ years leading multi-disciplinary design and research organizations at scale

Bachelor’s degree in UX, Design, Information Technology, or a related field

Proven experience operating at the executive level within Product and Engineering organizations, influencing strategy and outcomes

Deep expertise in scaling UX across large, multi-product platforms, including developing design leaders, managers, and principal-level talent

Demonstrated ability to influence senior stakeholders and drive cross-functional alignment across Product, Engineering, and Customer-facing teams

Strong understanding of user-centered design principles, accessibility, and content clarity in regulated or high-complexity domains

Experience integrating AI and emerging technologies into user experiences and team workflows

Preferred Experience:

Master’s degree in UX, Design, Information Technology, or a related field

At PointClickCare, base salary is one of the many components that make up our total rewards package. The Canada base salary range for this position is $234,000 - $260,000 + bonus + benefits. Our salary ranges are determined by job and level. The range displayed on each job posting reflects the target for new hire salaries for the position across all Canada locations. Within the range, individual compensation is determined by job-related skills and knowledge, relevant experience including professional and lived experience, and/or work location. Your recruiter can share more information about our total rewards package during the hiring process.

PointClickCare Benefits & Perks

Benefits starting from Day 1

Retirement Plan Matching (RRSP & 401K)

Flexible Paid Time Off

Lifestyle/Wellness Spending Account

Parental & Caregiver Leaves

Fertility & Adoption Support

Continuous Development Support Program

Employee Assistance Program

Learning Programs & Resources

Employee Recognition … and more!

Equal Employment Opportunity:

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 recruitment@pointclickcare.com should you require any accommodations.

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Source: Pointclickcare careers (Lever)

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