Director, UX Design (Benefit)

About the Role

Key Responsibilities

• 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 teams to high standards of usability and compliance.
• Inspire and Elevate Talent: Lead and mentor a team of senior designers, experience strategists, and design managers, fostering a high-performing, inclusive, and growth-oriented culture.
• Foster cross-pollination of ideas across product lines and functions, enabling the team to operate as strategic partners.
• Serve as an executive coach and thought partner, growing design leadership organization-wide.
• Influence Through Insight & Storytelling: Translate complex ideas, data, and strategy into clear, compelling stories for executive audiences.
• Guide creation of experience maps, prototypes, and data visualizations to 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.

Requirements

• Experience defining and delivering design strategy at the organizational level across complex systems.
• Ability to orchestrate cohesive experiences across journeys, platforms, and teams.
• Confident in designing and leading executive workshops that shape product direction and resolve ambiguity.
• Expert in framing and solving large-scale, ambiguous, and high-stakes challenges using systems thinking.
• Ability to lead teams in designing intelligent, adaptive experiences that leverage data at scale.
• Comfortable influencing at the highest levels with data-informed narratives that inspire action.
• Proven ability to collaborate with product, engineering, operations, and strategy teams at scale.

Nice to Have

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

Qualifications

• Formal educational background is not explicitly specified, but extensive experience in design leadership and strategic design is required.

Benefits & Perks

• Comprehensive and market competitive benefits including health, dental, and vision insurances.
• Retirement savings plan, paid time off, health savings account, flexible spending accounts.
• Life insurance, disability insurance, tuition reimbursement, and more.