Lead Product Designer

We’re building the AI-powered future of maintenance. UpKeep is on a mission to reinvent how the physical world runs—starting with the frontline teams who maintain it. We’re the creators of the world’s first AI-first CMMS (Computerized Maintenance Management System), equipping technicians and facilities teams with automation, machine learning, and predictive insights that drive operational speed, safety, and efficiency. What started as a garage-built prototype is now a fast-scaling SaaS company, backed by Insight Partners, Emergence Capital, and Y Combinator. Over 4,000 companies—including Shell, Yamaha, Unilever, and Marriott—run on UpKeep to modernize their asset operations. We’re leading the $30B category shift toward Asset Operations Management , where uptime, intelligence, and AI converge. Why join us: Own the AI-first transformation of an entire industry. Every feature we ship leverages AI—from predictive work orders to sensor-driven automations. You’re not just iterating—you’re pioneering how data reshapes physical operations. Real traction, real scale. Recognized as Gartner’s #1 Facility Management solution and G2’s top-rated CMMS, we’ve earned market leadership through product, not puff. A company where builders thrive. We move fast, optimize for outcomes, and give high-agency operators the autonomy to ship big things. Our culture rewards bold thinking, not bureaucracy. Global team, local energy. With 100+ employees across the world, we support remote-first work with deep investment in our LA HQ—where certain roles and leadership converge for rapid innovation. Equity and upside, not just a paycheck. Competitive comp, meaningful ownership, and benefits that support your health, focus, and long-term growth. If you’re driven by impact, energized by AI, and hungry to transform a legacy industry—we’re hiring! POSITION SUMMARY In this role, you will lead and shape the future of Product Design at UpKeep in close partnership with Product and Engineering. You will drive the user experience vision across our platform while helping establish the processes, standards, and culture that enable world-class design. You will play a critical role in defining experiences across web applications, mobile applications, industrial internet of things (IIoT), analytics, and AI-powered workflows. This role combines hands-on product design, customer research, strategic thinking, and leadership to deliver elegant solutions to complex customer problems. ESSENTIAL FUNCTIONS AND RESPONSIBILITIES Lead Product Design Define and evolve Product Design processes, standards, and best practices. Partner with Product and Engineering leadership to shape product strategy and user experience vision. Champion user-centered design principles throughout the product development lifecycle. Establish and maintain a high bar for design quality, usability, and consistency. Lead design reviews and foster a culture of constructive feedback and continuous improvement. Drive Product Strategy and Execution Integrate into planning and execution cadences as a strategic partner to Product and Engineering. Translate customer needs, business goals, and technical constraints into effective product experiences. Facilitate cross-functional workshops and collaborative problem-solving sessions. Help define and measure user experience outcomes and success metrics. Lead Research and Customer Insights Conduct customer interviews, observations, usability testing, and research initiatives. Leverage customer feedback, analytics, and behavioral data to guide design decisions. Advocate for customer needs throughout the design and development process. Test concepts and designs, iterating based on learnings and feedback. Design Exceptional Experiences Design cohesive end-to-end experiences across web, mobile, and emerging platforms. Create workflows, wireframes, prototypes, and high-fidelity designs. Simplify complex workflows while maintaining flexibility for enterprise users. Collaborate cl