Director, UX Design (Benefit)

Lead Strategic Design Vision

• Define and evangelize a North Star for the end-to-end employee benefits experience across touchpoints, channels, and customer segments.
• Establish and operationalize experience principles and design quality standards that scale across the product ecosystem.
• Guide teams through ambiguous problem spaces with a hypothesis-led, insights-driven approach that surfaces unstated needs and unlocks innovation.
• Lead high-impact workshops, including C-suite and executive strategy sessions, to align business, product, and experience outcomes.

Drive Design Excellence and Execution

• Orchestrate experience design across multiple products, services, and user journeys, ensuring cohesion and elevating the overall ecosystem.
• Lead AI-first design practices that integrate machine learning, automation, and personalization into the benefits experience.
• Partner with engineering and enterprise architecture to ensure design is embedded in implementation decisions, from architecture to go-live.
• Champion inclusive and accessible design at every level, holding your teams to the highest standards of usability and compliance.

Inspire and Elevate Talent

• Lead and mentor a team of senior designers, experience strategists, and design managers-cultivating a high-performing, inclusive, and growth-oriented culture.
• Foster cross-pollination of ideas across product lines and functions, enabling your team to operate as strategic partners, not just service providers.
• Serve as an executive coach and thought partner, growing design leadership across the organization and contributing to enterprise-wide design maturity.

Influence Through Insight & Storytelling

• Translate complex ideas, data, and strategy into clear, compelling stories for executive audiences, including C-suite and board-level communication.
• Guide the creation of sophisticated experience maps, prototypes, and data visualizations that uncover opportunities and shape direction.
• Drive a culture of learning and experimentation by connecting prototyping with product strategy, customer risk, and go-to-market planning.

Core Expertise

• Strategic Design Leadership: Experience defining and delivering design strategy at the organizational level across complex systems.
• End-to-End Experience Architecture: Ability to orchestrate cohesive experiences across journeys, platforms, and teams.
• Advanced Facilitation: Confident designing and leading executive workshops that shape product direction and resolve ambiguity.
• Systems Thinking & Problem Definition: Expert in framing and solving large-scale, ambiguous, and high-stakes challenges.
• Design for AI & Data: Ability to lead teams in designing intelligent, adaptive experiences that leverage data at scale.
• Executive Storytelling: Comfortable influencing at the highest levels with data-informed narratives that inspire action.
• Cross-Functional Influence: Proven ability to collaborate with product, engineering, operations, and strategy teams at scale.

Preferred Qualifications

• 10+ years in experience design, service design, or UX-spanning enterprise platforms or ecosystems
• 5+ years in a design leadership role with experience leading senior designers and influencing executive stakeholders
• Experience in benefits, HR tech, healthcare, or financial services a strong plus
• Deep understanding of accessibility standards and inclusive design practices (e.g., WCAG, ADA)

• A mission-driven culture focused on improving people's lives through better design
• A design-led organization with influence across business strategy, technology, and customer experience
• The opportunity to lead with vision and drive outcomes that scale to millions of employees and employers