Oyster®
Senior Manager, Product Design
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One Platform, a Whole World Of Opportunity
Oyster was founded to break down barriers to hiring. The best jobs shouldn’t be restricted to a few wealthy cities—talent exists everywhere. By launching a global employment platform, we enable companies to hire, pay, and support teams across borders without compromising localisation or compliance.
We’re living proof that culture thrives without borders. Since January 2020, Oyster has:
- Built a distributed team of 400+ strong across 60+ countries
- Featured in Forbes as #9 in FlexJobs’ Top 30 for remote work
- Achieved a 60% female multisite workforce and a diverse leadership team
- Earned top employee engagement scores consistently
- Raised $286 million; now valued at $1.2 billion
- Acquired B Corp status in 2023
This is just the beginning. We’re reshaping the future of work—and we’d love for you to help drive that change.
The Role
Senior Manager, Product Design
📍 Remote – Forever. This role requires being based within +2/-6 UTC.
As the Senior Manager, Product Design, you’ll lead, inspire, and scale Oyster’s global team of Product Designers and UX Researchers. You’ll be the guardian of our design vision, ensuring our complex, global employment workflows feel intuitive, seamless, AI-native, and deeply human-centred.
A key focus will be pioneering next-generation design workflows, leveraging AI to optimize research, prototyping, and build processes. You’ll guide your team toward intuitive UI, Zero-UI, agentic experiences, and multimodal interactions—reimagining how people and AI collaborate.
Key Responsibilities
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Team Leadership & Scaling
- Scale and lead a high-performing, distributed team of Product Designers and UX Researchers.
- Foster a culture of rigorous feedback, continuous learning, and psychological safety.
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Talent Development
- Define clear career ladders and provide actionable coaching.
- Elevate execution in generative UX research and high-fidelity interaction design.
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AI-Augmented Design Ops
- Drive adoption of emerging AI tools in design workflows (e.g., AI-assisted prototyping, automated UI generation, LLM-driven research synthesis).
- Exponentially increase team velocity through automated design systems.
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Agentic & Data-Driven UX
- Partner with Product and Engineering to embed AI into UX, simplifying complex workflows (tax, payroll, compliance data).
- Design proactive, multi-modal, and intelligent workflows.
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System Evolution
- Modernize Design Ops to scale the global design system with automated, intelligent validation and tokenization.
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Cross-Functional Alignment
- Collaborate with GTM, Data, and AI leaders to align UX strategy with growth, data models, and technical feasibility.
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Guardianship of Trust
- Establish design principles for responsible AI, transparency, and data privacy—ensuring user trust in high-stakes compliance environments.
Core Requirements
✅ 8+ years of UX or Product Design in complex, data-heavy B2B SaaS or fintech environments (portfolio required). ✅ 4+ years of formal people management, ideally with multi-timezone distributed teams. ✅ AI Literacy – A hands-on, coachable interest in using generative AI tools to transform workflows. ✅ Systems Thinker – Skilled in non-linear journeys, AI-driven interactions, and multi-modal agentic experiences. ✅ [BONUS] Experience in compliance-heavy sectors such as fintech, HRTech, LegalTech. ✅ [BONUS] Expertise in service blueprinting (collapsing human/service Arbeitonders with software design).
🌐 Essential Soft Skills:
- Reliable internet (or ability to acquire setup).
- Fluent English (speaking, writing, collaboration).
How We Work
Our values form the backbone of our company and culture:
"We make it happen. We drive change. We build and give trust. And we’re one team."
At Oyster, everything contributes to our mission: redefining global work to unlock opportunity for all. Our culture isn’t just about software—it’s about programs, workshops, and dedicated teams supporting companies and workers in this changing world.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
We embrace asynchronous communication and collective learning, sharing insights via Oyster Public HQ with global teams.
How YOU Work
At Oyster, we design work around your life, not the other way around. "How YOU Work" is our commitment to your whole human experience:
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Work from anywhere 🌍 No borders or HQ format. The only thing that matters is that work stays timely, teams stay connected, and your visa/permissions align with local law.
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40+ paid days off (calculated per your local labor laws).
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Mental wellness support ✅ Ongoing access to Plumm, our mental well-being service.
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Wellbeing allowance 💰 Each month, a flexible care benefit deposited in your ThanksBen wallet—spend it on courses, health checks, or anything that nourishes your growth.
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Flexible parental leave 👶 3 months or more of paid leave for newcomer parents (with job protection for 12 months or locally mandated limites).
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WFH stipend 💻 Get laptop + workspace setup support to start strong.
Oyster Difference
The best jobs shouldn’t be exclusive—opportunity belongs everywhere. We thrive on diverse perspectives, intentionally shaping our product and organization with an inclusive, global mindset. Even if you don’t check every box? We’d still love to hear from you.
Our Commitments
- Accessibility: For persons with disabilities seeking accommodations during recruitment, email: **jobs@oysterhr.com** (subject line: "Interview Accommodations").
- Trustworthy hiring: Only Oyster staff contact applicants using @oysterhr.com emails. We never request payment during interviews or job offers.
- Security tip: Suspicious job inquiries from sources besides www.oysterhr.com/careers? Report it via our Compliance & Ethics Helpline.
Explore all roles at oyster.com/careers – let’s grow the future of work together.
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