Senior Manager, Product Design

Senior Manager, Product Design

Location: Fully remote; must be within +2/-6 UTC.

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+ 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.

You’ll also need

• A reliable home internet connection (or be able to get one).
• Fluent English language skills.

Benefits

• 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.

Oyster is committed to ensuring equal opportunity of employment for qualified persons with disabilities and actively fosters an inclusive work environment.

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