Senior Staff Product Designer, Gusto

• 10+ years of experience in full-stack product design, with expertise in growth, monetization, e-commerce, and pricing strategy
• Proven track record of designing and optimizing monetization flows such as pricing, checkout, cross-sells, and upsells for B2B SaaS or consumer platforms
• Strong understanding of growth principles, behavioral psychology, and customer decision-making
• Experience working on multi-product ecosystems, ensuring seamless upgrade and expansion experiences
• Ability to lead complex projects, balancing business needs with customer-centric design principles
• Expertise in A/B testing, behavioral analytics, and research-driven experimentation
• Proficiency in content design, crafting clear, concise, and actionable in-product copy to support user success
• Strong collaboration and communication skills, with a proven ability to co-lead product strategy and articulate contributions to the product direction
• Experience collaborating with Revenue, Growth, Sales, Marketing, and Engineering teams
• Track record of iterative impact and long-term vision development, achieving UX milestones from initial value to north star objectives
• Track record of mentoring and coaching other designers

Desirable

• As a Principal Product Designer for Growth Monetization on the Expansion team, you will lead design efforts that drive revenue growth and product adoption across Gusto’s ecosystem.
• You’ll define pricing, purchasing, bundling, upsell, and cross-sell experiences, ensuring that customers can easily discover, purchase, and expand their use of Gusto’s offerings
• You’ll work closely with cross-functional partners in Growth, Expansion, Product, Marketing, Engineering, Data Science, and Revenue to create seamless awareness to purchase and adoption flows.
• This role requires strong systems thinking, expertise in e-commerce and pricing design, and an ability to balance business goals with customer experience
• The Growth team at Gusto is dedicated to helping customers find, adopt, and engage with our products meaningfully.
• Our approach prioritizes a user-centric design ethos, ensuring that growth initiatives are backed by value and trust.
• As a key contributor, you’ll join a collaborative environment with Engineers, Product Managers, Data Scientists, and strategic Marketing and Business partners, focusing on critical touchpoints in the customer journey
• Design and optimize monetization experiences that improve conversion rates, revenue, and product adoption. This includes pricing pages, checkout flows, bundling, and in-product upsells
• Develop a unified purchasing experience that enables customers to seamlessly upgrade, expand, or modify their plans across multiple touchpoints
• Create scalable frameworks for pricing, packaging, and expansion to ensure consistency and usability across all monetization touchpoints
• Partner with Design Systems teams to establish reusable UI patterns for monetization that integrate seamlessly into Gusto’s product ecosystem
• Use experimentation and data-driven design to refine monetization flows, leveraging A/B testing, behavioral analytics, and qualitative insights to drive decisions
• Collaborate with cross-functional teams, including Growth PMs, Revenue, Sales, and Customer Success, to align monetization strategies with business and customer needs
• Advocate for customer-centric pricing and monetization strategies, ensuring that upsells and expansions enhance—not disrupt—the user experience
• Shape the long-term vision for monetization design, balancing iterative improvements with a bold, future-state experience for Gusto’s customers
• Holistic service design: Design with marketing, sales, and customer support needs in mind so you can deliver a cohesive and logical flow from first contact to activation
• Commitment to craft: Maintain a high standard of excellence in UX, systems-thinking, service design, and content design, ensuring all solutions are both functional and elegant