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About the role
Key responsibilities & impact- Lead and scale a high-performing team of Product Designers and UX Researchers, fostering a culture of rigorous feedback, continuous learning, and psychological safety.
- Define clear career ladders, provide actionable coaching, and elevate execution across both generative UX research methodologies and high-fidelity interaction design.
- 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.
- 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.
- Modernize our Design Ops and scale our global design system to seamlessly integrate automated, intelligent tokenization and intelligent layout generation.
- 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.
- Establish design principles for responsible AI, transparency, and data privacy, ensuring automated workflows maintain user trust in a high-stakes compliance environment.
Requirements
What you’ll need- 8+ years of experience in product or UX design, with a proven portfolio of complex, data-heavy B2B SaaS or fintech environments.
- 4+ years of formal people management experience, ideally leading distributed, multi-timezone teams.
- AI Literacy: Deep, demonstrable curiosity and hands-on experience utilizing GenAI tooling to optimize product development workflows and systems.
- Systems Thinker: Strong foundational knowledge in designing for non-linear user journeys, asynchronous AI states, and conversational/agentic interfaces.
- [BONUS] Experience navigating compliance-heavy, highly regulated industries (Fintech, HRTech, LegalTech).
- [BONUS] Experience mapping complex service blueprints where software and human service operations overlap harmoniously.
- A reliable home internet connection (or be able to get one).
- Fluent English language skills.
Benefits
Comp & perks- Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.
- Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country.
- Mental health support: Access Plumm, our mental well-being service.
- Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet. Spend it on a wide range of options; see the benefits catalogue for ideas.
- Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally.
- WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
product designUX designgenerative UX researchhigh-fidelity interaction designAI-assisted prototypingautomated UI generationLLM-driven research synthesisdesign operationstokenizationlayout generation
Soft Skills
leadershipcoachingstrategic thinkingcollaborationcommunicationpsychological safetyfeedback culturecontinuous learningsystems thinkingcuriosity