Senior Manager, Product Design

✨ ONE PLATFORM, A WHOLE WORLD OF OPPORTUNITY The best jobs have always clustered in a handful of the world's wealthiest cities. But talent is everywhere. Oyster set out to close that gap - building a global employment platform that lets companies hire, pay, and care for brilliant people anywhere. We're proof that a high-performing culture doesn't need an office. Distributed across 60+ countries since 2020, we've built something the industry keeps noticing: - Ranked #10 of 250 on TIME and Statista's 2026 list of America's Top WorkTech Companies https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time - Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek - A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 across Employer of Record, Global Employment, Multi-country Payroll, and HR Compliance - The only B Corp-certified global employment platform ~ independently verified since 2023 Two of those rankings measured our business impact from the outside. One measured how our own people feel about working here. They landed in the same place ~ because at Oyster, culture and performance aren't separate conversations. They're the same one. And we're just getting started. If you want to do the best work of your career alongside people who care as much as you do, we'd love for you to apply. THE ROLE Location: While this position is posted in a specific location, all of Oyster’s positions are fully remote and you can work from home. Forever. To create the best experience for our new hire, this role requires you to be based within +2 /-6 UTC. As the Senior Manager, Product Design, you will lead, inspire, and scale a distributed team of Product Designers and UX Researchers. You will own the design vision for Oyster’s platform, ensuring our complex global employment workflows feel intuitive, seamless, AI-native, and deeply human. A critical focus of this role will be pioneering our next-generation design workflows. You will champion the strategic adoption of AI within the design organization, optimizing how we research, prototype, and build, while guiding your team in architecting intuitive UI, Zero-UI, and agentic experiences for our customers. KEY RESPONSIBILITIES - Team Leadership & Scaling: Lead and scale a high-performing team of Product Designers and UX Researchers, fostering a culture of rigorous feedback, continuous learning, and psychological safety. - Talent Development: Define clear career ladders, provide actionable coaching, and elevate execution across both generative UX research methodologies and high-fidelity interaction design. - AI-Augmented Design Ops: Drive the internal adoption of emerging AI and automated tooling within the design lifecycle (e.g., AI-assisted prototyping, automated UI generation, and LLM-driven research synthesis) to exponentially maximize team velocity. - Agentic & Data-Driven UX: Partner with Product and Engineering to define how AI elegantly enhances the Oyster user experience, translating complex global compliance, tax, and payroll data into proactive, multi-modal, and agentic workflows. - System Evolution: Modernize our Design Ops and scale our global design system to seamlessly integrate automated, intelligent tokenization and intelligent layout generation. - Cross-Functional Alignment: Serve as a strategic peer to Engineering, Product, GTM, and Data/AI leaders to align UX strategy with business growth, data model capabilities, and technical feasibility. - Guardianship of Trust: Establish design principles for responsible AI, transparency, and data privacy, ensuring automated workflows maintain user trust in a high-stakes compliance environment. CORE REQUIREMENTS - 8+ years of experience in product or UX design, with a proven portfolio of complex, data-heavy B2B SaaS or fintech environments. - 4+ ye…