Head of Design

Daydream • New York City, NY

3d

About The Position

Daydream is a conversational fashion search and discovery platform built exclusively for fashion. Designed to redefine how people search and discover fashion, Daydream offers a personalized, conversational experience powered by advanced AI and natural language understanding. Backed by top-tier investors including Forerunner Ventures, Index Ventures, Google Ventures, and True Ventures, our team is committed to shaping the future of shopping. We’re looking for a visionary Head of Design to lead Daydream’s design function across product, brand, and marketing. This is a unique opportunity for a design leader who still loves to get hands-on—crafting elegant product experiences while shaping the visual identity of an emerging brand. You’ll drive the end-to-end design vision and execution for Daydream—setting the bar for how our products and brand look, feel, and behave. You’ll partner closely with Product, Engineering, and Marketing to translate our mission into beautiful, intuitive experiences that define the future of shopping.

Requirements

• 15+ years of experience in product design, including 3+ years leading and mentoring design teams.
• A portfolio that showcases world-class product design work—ideally in consumer tech, fashion, or lifestyle.
• Mastery of user-centered design, UX research, and modern design tools (Figma, prototyping, etc.).
• A strategic thinker with a builder’s mindset—comfortable defining vision, process, and design culture from the ground up.
• Equally comfortable in pixels and conversations: you love crafting beautiful UI but also thrive in product and leadership discussions.
• Deep curiosity about how AI can transform creative industries and consumer experiences, as well about emerging technologies and design innovation.
• Collaborative, low-ego, and energized by startup pace and ambiguity.

Nice To Haves

• Ideally, this candidate can also oversee world class marketing design.

Responsibilities

• Lead and inspire: Build and mentor a small, high-performing team of product and visual designers. Build design culture.
• Design the product: Drive UX and product design across web, mobile and future touchpoints, balancing creativity with usability.
• Shape the brand: Oversee visual and marketing design to ensure a cohesive identity across all touchpoints—from product experiences to marketing campaigns to external communications.
• Cross Functional Collaboration: Collaborate closely with Product, Engineering, and Marketing to bring ideas from concept to launch.
• Innovate with AI: Explore new interaction models and UX paradigms that leverage AI to make shopping more human, personalized, and inspiring.
• Create systems: Develop design systems, patterns, and standards that scale across all product and brand touchpoints.
• Balance strategy and craft: Operate at both 10,000 feet and ground level—driving big-picture design vision while contributing hands-on design work yourself.

Benefits

• Ability to shape the design of a next generation product in the digital shopping space.
• Opportunity to build and lead a design team from early stages.
• A culture that values imagination, clarity, and craft.
• Competitive salary, equity and benefits (medical, dental, vision, 401k, etc.)
• Flexible vacation and remote working
• The opportunity to be part of a groundbreaking, AI-focused company.
• Collaborative work environment with a team of talented, fun-loving individuals.
• Opportunity to learn and grow in your career while shaping the future of fashion, shopping and technology

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 11-50 employees