Head of Product Design

About the Role

We're seeking an experienced lead to own and scale our product design function. As our first dedicated design hire, you'll have the unique opportunity to shape our design culture and processes from the ground up while working closely with our executive team. This is a critical leadership role that will help define the future of retail technology.

About Us

Endear is building the first modern CRM for retail teams. We empower brands to drive more in-store sales by giving their retail teams AI-powered tools to have 10x more personalized, human conversations with customers. Despite retail being 6x larger than eCommerce, brick-and-mortar retail has been largely overlooked by the technology industry. We're changing that by enabling thousands of salespeople to leverage customer data in meaningful ways.

What You'll Own

• End-to-end product design process, from research and ideation to high-fidelity designs and implementation
• User research and testing initiatives
• Design team culture, processes, and hiring as we scale
• Cross-functional collaboration with engineering, product, and leadership teams
• Product design strategy aligned with business objectives
• UX improvements driven by customer feedback and data

Why This Role Matters

As our first dedicated design hire, you'll have unprecedented opportunity to shape our product's future. You'll work directly with our co-founders to elevate our design function while having significant impact on a product used by thousands of retail professionals daily. We're processing billions of data points and building high-converting experiences that need thoughtful, scalable design solutions.

Our Work Environment

• Remote-first culture built on trust and autonomy
• Small, highly effective team (20-ish employees)
• Fast-paced environment with shifting priorities
• High-ownership culture where outcomes matter
• Collaborative atmosphere that values learning and teaching

About Our Company

Founded 5 years ago, Endear has demonstrated strong product-market fit and reached profitability multiple times. Our platform was built from the ground up by technical leaders who have scaled data platforms to hundreds of millions of users and been at startups from early-stage through IPO. We make measured, high-conviction decisions at every milestone to ensure long-term success while realizing our massive potential in the retail market.

How to Apply

If you're excited about owning and scaling product design at a fast-growing startup, we'd love to hear from you. Please include the following:

• Your portfolio
• A note about your experience scaling design at early-stage companies

Endear is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Requirements

What We're Looking For

• Proven track record of scaling product design at early-stage startups
• Strong portfolio demonstrating end-to-end product design work
• Ability to balance user needs with business requirements
• Excellence in UI/UX design, interaction design, and visual design
• Strong communication skills and ability to articulate design decisions
• Data-driven approach to design with experience in user research
• Comfort with ambiguity and ability to work autonomously
• Very comfortable in Figma and similar tools
• Very comfortable with handing-off designs to engineering teams
• Experience designing complex B2B applications is a plus
• Experience with AI-powered design tools is a plus

Required Experience

• 7+ years of product design experience
• Multiple years of experience at early-stage startups
• Track record of building and scaling design functions from scratch
• Experience working directly with executive teams and stakeholders
• History of mentoring other designers and leading design initiatives

Benefits

• Competitive compensation package with equity

• Comprehensive healthcare including dental and vision
• Home office or co-working space stipend
• Flexible PTO with unlimited vacation days
• Opportunity to shape the future of retail technology