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Senior Director, Design & User Experience

Job in Mississauga, Ontario, Canada
Listing for: Jobtailor
Full Time position
Listed on 2026-07-19
Job specializations:
  • IT/Tech
    UI/UX Design, Product Designer, Digital Media & Production, AI Business & Operations
Job Description & How to Apply Below
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

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

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Position Requirements
10+ Years work experience
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