Puffy, a market-leading, nine-figure D2C brand and Top 5 US mattress brand with over $1 billion in sales, is hiring a Head of Design to own end-to-end web design with full authority over the design system, the AI-first workflow, the conversion roadmap, accessibility standards, and a team of three designers, reporting directly to the CEO.
 About the Company — Puffy’s AI-First DNA
Brand Status: Top 5 US mattress brand with over $1 billion in sales
AI Maturity: AI-first since December 2023, with Figma AI running in live production
Culture Recognition: Great Place to Work Certified
Leadership Access: Direct collaboration with a Forbes Council Member CEO
Team Diversity: International team collaboration across 16+ nationalities
Career Impact & Design Leadership Opportunity
Location Flexibility: Remote from anywhere, or Dubai HQ with 0% income tax and relocation/visa support
Full Ownership: End-to-end authority over the design system, AI toolchain, and conversion roadmap
Growth Path: VP Design → Chief Design Officer, compressed from 4-5 years to 1-2 years
Career Growth: Leaders Club recognition, ‘We Are’ Champion of the Month, and quarterly CEO roadmap influence
Position Overview
This role exists to turn design from a sequential production queue into a fast, AI-native operation, building the workflow, prompt infrastructure, and system governance that let high-quality work ship at volume without the CEO adjudicating timelines. The scope is scarce: simultaneous authority over the design system, the AI toolchain, the conversion roadmap, accessibility standards, and a team of three, with a direct line to the CEO and no layers in between.
 Why This Role Matters: As Head of Design, you own IA, wireframes, high-fidelity comps, prototypes, and motion specs across Home, PLP, PDP, Cart/Checkout, editorial, and paid-media landing pages, rebuild the design workflow from sequential to agile, reducing handoff time by 40% within your first year, build the prompt library and review workflow covering product copy, FAQs, and localized variants, design UI patterns for conversational search, guided finders, and PDP Q&A alongside engineering, evolve the design system so tokens and components absorb AI-generated variants without brand drift, bake WCAG 2.2 accessibility into the system with AI-assisted audits paired with manual review, and report directly to the CEO, presenting quarterly roadmap reviews that shape the company’s next moves.
 Key Responsibilities
Design System & AI Workflow Ownership
- Design the operating model for the whole function: queue entry, AI-variant validation, human QA placement, and Dev Mode handoff
- Own IA, wireframes, high-fidelity comps, prototypes, and motion specs across all site sections
- Decide what the design system tolerates and what it rejects
Conversion Roadmap & Team Leadership
- Hold the line on WCAG 2.2, PageSpeed, and brand consistency while shipping volume increases
- Carry the conversion roadmap in your own numbers, leading a team of three designers
AI-Shaped UX & Accessibility
- Design UI patterns for conversational search, guided finders, and PDP Q&A alongside engineering
- Bake WCAG 2.2 into the system, pairing AI-assisted audits with manual review
Executive Reporting & Experimentation
- Report directly to the CEO, presenting quarterly roadmap reviews
- Set the split between bandit allocation on evergreen surfaces and classic A/B on high-stakes changes with Growth
 Qualifications & Requirements
Experience Requirements
- 7+ years in web design for e-commerce, including 4+ years leading, mentoring, and managing a design team
- A portfolio showing shipped PDP/PLP/Checkout improvements tied to clear business metrics
- Proven experience implementing GenAI tools into a professional design pipeline
Essential Skills
- Expert in Figma (components, variables, Dev Mode); strong visual/motion craft and responsive design sensibility
- Clear understanding of prompt engineering, quality control, and brand governance
- Familiarity with AI-shaped UX patterns: conversational search, assistant UI, recommendation modules
- Comfort collaborating on experiments (A/B vs multi-armed bandits) with Growth teams
- Working knowledge of WCAG 2.2 and SEO fundamentals for structured content and schema
Good-to-Have
- Experience designing chat or guided-selling flows
About Puffy
Puffy is a market-leading, nine-figure D2C brand and Top 5 US mattress brand with over $1 billion in sales, AI-first since December 2023, where every design proposal ships with an AI review link and Figma AI runs in the live production pipeline. Great Place to Work Certified, Puffy offers direct collaboration with a Forbes Council Member CEO and an international team spanning 16+ nationalities, driven by a culture of ownership, urgency, and excellence.
Career Excellence: Own the entire design function and AI toolchain for a $1 billion+ D2C brand with direct CEO access, an accelerated path to Chief Design Officer, and the option of a 0% income tax Dubai HQ.
Who Should Apply?
- Senior E-Commerce Design Leaders:Â With 7+ years of experience and a proven conversion-driven portfolio
- AI-Native Design Leaders:Â Experienced integrating GenAI tools into professional design pipelines
- Figma Experts:Â Deeply skilled in components, variables, and Dev Mode workflows
- Conversion-Focused UX Strategists:Â Comfortable running A/B and multi-armed bandit testing roadmaps
- Remote-First Executives:Â Seeking direct CEO access and full functional ownership
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