Overview

Phreesia is seeking a seasoned and visionary

Director of User Experience (UX)

to elevate the role of design across our organization. This is a unique opportunity to shape and champion a business-driven, AI-enabled UX strategy that transforms how patients, providers, and clients experience healthcare.

As our Director of UX, you will lead, guide, and inspire a growing team of designers, cultivating a culture built on clarity, innovation, and measurable impact. You will collaborate with senior executives, product leaders, and engineers to ensure user experience is a core driver of business outcomes and product success. The ideal candidate brings deep expertise in user experience, strong executive presence, AI adoption, and the ability to translate complex design insights into business language that influences decisions at the highest levels.

You are a mentor and a strategist, empowering design teams and driving organizational outcomes.

Phreesia is a fully remote company; however, candidates located in ET and CT regions are given priority in the hiring process.

What You'll Do

Strategic Leadership

Define and drive Phreesia’s UX vision, ensuring it is aligned with business goals, market opportunities, and AI-driven innovation.

Serve as a senior design voice in executive forums, influencing strategy and investment decisions with clear, persuasive communication.

Team Development and Culture

Lead, mentor, and scale a high-performing UX team with integrity, empathy, and accountability.

Build a design culture that values experimentation, evidence-based decision making, and cross-functional collaboration.

Business and Product Alignment

Partner with product, engineering, other internal stakeholders,



and clients to develop and validate design solutions that improve usability, adoption, and satisfaction.

Translate user research and design insights into actionable recommendations that resonate with executive stakeholders.

Design Excellence and Innovation

Ensure the consistent delivery of high-quality, intuitive, and accessible user experiences across products.

Introduce modern design methods, including AI-driven insights, to accelerate research, prototyping, and testing.

Champion metrics-driven design improvements tied to utilization, engagement, and business impact.

What You'll Bring

Bachelor's degree required

10+ years in UX/UI design, with at least 6+ years in leadership roles scaling design organizations in fast-paced, high-growth environments

Proven track record of influencing executive decision-making with clear, outcome-focused communication

Demonstrated success in aligning design strategies to business goals, including the integration of emerging AI technologies

Deep expertise in usability research methods—both qualitative and quantitative—and applying findings at scale

Executive presence with the ability to communicate design value and strategy to C-level stakeholders

Strong people leadership skills with a track record of developing, coaching, and retaining top design talent





Exceptional executive communication skills; able to articulate complex design insights in business terms

Excellent problem-solving, organizational, and decision-making skills

Fluency in modern design tools, prototyping, and agile product development practices

Strong understanding of accessibility standards and inclusive design principles

Ability and comfortability to travel in the U.S. and/or Canada for team meetings, clients and off-sites as required

Who We Are

At Phreesia, we’re looking for smart and passionate people to help drive our mission of creating a better, more engaging healthcare experience. Our SaaS platform digitizes appointment check-in and offers tools to engage patients, improve efficiency, optimize staffing, and enhance clinical care. Phreesia is committed to an inclusive, diverse work environment and is an equal opportunity employer.

Top-rated Employee Benefits:

Remote First: 100% Remote work + home office expense reimbursements + monthly reimbursement for cell phone, internet and wellness

Top of market rewards: Competitive compensation

Flexible PTO + company holidays

Comprehensive healthcare benefits for you and your family (and your pets!) starting day one

Generous parental leave benefits

Continuing education and skilled certification reimbursement

Offsite events and activities for team building and engagement

Volunteer opportunities to give back to the community

Company-wide recognition tool (Phireworks) to celebrate milestones and achievements

ERGs and an inclusive environment to support diverse backgrounds and perspectives

We strive to provide a diverse and inclusive environment and are an equal opportunity employer.

📌 Director of User Experience (Winnipeg)
🏢 Phreesia
📍 Winnipeg