Senior Manager, Product Design

The best jobs have always clustered in a handful of the worlds 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.

Were proof that a high-performing culture doesnt need an office. Distributed across 60 countries since 2020 weve built something the industry keeps noticing:

• Ranked #10 of 250 on TIME and Statistas 2026 list of Americas Top WorkTech Companies

• Named one of Americas Greatest Startup Workplaces 2026 by Newsweek

• A G2 Spring 2026 Leader 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 arent separate conversations. Theyre the same one.

And were just getting started. If you want to do the best work of your career alongside people who care as much as you do wed love for you to apply.

Location: While this position is posted in a specific location all of Oysters 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 Oysters 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.

• 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.

• 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.

Our values guide the work we do the decisions we make and the culture that makes Oyster what it is. We make it happenprogress is our default setting. We drive change we build and give trust and we move as one united team.

Our mission is to create a more equal world of work: helping companies everywhere hire pay and care for talent anywhere. Everything we do ladders up to our mission. We embrace asynchronous collaborative work and share how we operate in the Oyster Public HQ so other global teams can learn from us.

With diverse locations cultures and needs we created How YOU Work; a program supporting your whole human experience at Oyster:

• Work from anywhere: Oyster has no borders or HQ. As long as work is timely your team is supported and youre 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 to spend on a wide range of options.

• 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.

We embrace diverse perspectives and intentionally build our product and company with an inclusive global mindset. We encourage you to apply even if you dont meet every criterion and are committed to a trust-based thriving environment.

Oyster is committed to ensuring equal opportunity of employment for qualified persons with disabilities and actively fosters an inclusive work environment. If you require reasonable accommodations throughout the recruiting process please email with the subject line: Interview Accommodations.

Our available positions are on our careers page. Our team will only contact you from an @ email and we will never ask for money as part of an interview process or job offer. If you receive a suspicious email about Oyster jobs or are directed to a site other than please report it via our Compliance and Ethics Helpline.

Required Experience:

Senior Manager