Lead Product Manager

The best jobs are often restricted to a few wealthy cities, but talent exists everywhere. Oyster set out to change this by launching a global employment platform that enables companies to hire, pay, and support talent anywhere.

We’re proof that a strong, engaged culture doesn't require an office. Since January 2020, Oyster has:

🌏 Built a distributed team of 500+ across 60+ countries

👩‍💻 Featured in Forbes as #9 in FlexJobs Top 30 Companies for remote jobs

🌈 Formed a diverse leadership team and a workforce that’s 60% female

🏆 Earned top employee engagement scores

🦄 Raised $286 million; valued at $1.2 billion

💚 Achieved B Corp status in 2023

Our momentum shows the power of global employment, and we’re just getting started! If you want to help us drive change and work remotely, we’d love for you to apply!

Location: While this position is posted in a specific location, all of Oyster's positions are fully remote, you can work from home, forever. To create the best experience for our new hire, this role requires you to be based within UTC +3 to UTC -5.

We're hiring two Lead Product Managers with the same scope, level, and expectations, supporting two different product domains: Hire & Onboard and Benefits.

By applying to this role, you'll be considered for either opportunity. Throughout the interview process, we'll introduce you to both domains, discuss where your experience and interests align best, and determine together which role is the strongest mutual fit.

As a Lead Product Manager, you will own the product vision, strategy, and execution for a critical area of Oyster's platform. Whether focused on Hire & Onboard or Benefits, you'll lead customer-facing experiences, internal tools, and operational workflows that help companies employ talent globally with confidence, compliance, and simplicity.

You are an AI-first product thinker, comfortable applying automation and AI to solve meaningful customer and operational challenges. You bring strong product judgment, a structured approach to problem-solving, and the ability to balance user needs, regulatory complexity, and business outcomes.

In this role, you'll operate at the intersection of product strategy, execution, and cross-functional leadership. You'll drive complex initiatives in partnership with Engineering, Design, Legal, Compliance, Finance, Operations, and Go-to-Market teams. Strong ownership, clear communication, and the ability to build alignment across diverse stakeholders are essential to success.

• Own the product vision and strategy for either the Hire & Onboard or Benefits domain, aligned with company goals and customer outcomes.

• Lead discovery and prioritisation across hiring and onboarding problems, balancing new features, regulatory needs, tech debt, and operational improvements.

• Translate strategy into execution, defining clear roadmaps, outcomes, and success metrics.

• Partner closely with Engineering and Design to deliver high-quality, scalable solutions with strong user experience.

• Collaborate with cross-functional stakeholders including Operations, Legal/Compliance and Go-to-Market to ensure feasibility and alignment.

• Represent the Hire & Onboard or Benefits domain in senior stakeholder forums, clearly communicating trade-offs, progress, risks, and impact.

• Identify and evaluate opportunities to leverage AI and automation to improve hiring and onboarding outcomes, efficiency, and decision-making.

• Use data and insights (quantitative and qualitative) to inform decisions, measure impact, and continuously improve outcomes.

• Ensure regulatory and compliance requirements are embedded into product development without compromising usability or speed.

• Continuously improve product processes, contributing to best practices across the wider Product organisation.

• 5+ years of experience in Product Management, with a strong track record of owning complex product areas end-to-end and driving measurable business and customer outcomes.

• 3+ years of experience in HR tech, hiring, onboarding, benefits, payroll, compliance, or B2B SaaS, with a solid understanding of regulated or operationally complex domains.

• Strong product discovery and problem-framing skills, with the ability to deeply understand customer pain points, validate assumptions, and translate insights into impactful product solutions.

• Hands-on experience building or iterating on AI-powered and automation-driven features, including defining use cases, evaluating trade-offs, and measuring real-world impact.

• Highly data-driven, comfortable using qualitative and quantitative insights to inform prioritisation, measure success, and continuously improve outcomes.

• Experience working in multinational, cross-functional environments, collaborating effectively across Engineering, Design, Legal, Compliance, Operations, and Go-To-Market teams.

• Comfortable operating in ambiguity, with a proactive, ownership-driven mindset and the ability to bring clarity and structure to complex or evolving problem spaces.

• Strong standards for quality, ethics, and transparency, particularly when building products that impact people, employment, and compliance.

• Proven experience in scale-up or high-growth environments, with the ability to balance speed, quality, and long-term sustainability.

You’ll also need

• 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 us special. We make it happen. We drive change. We build and give trust, and we are a united team.

Our mission is to create a more equal world, one global hire at a time. Everything we do ladders up to our mission, and that doesn’t just mean building software. We develop programs, participate in workshops, and create dedicated teams to ensure we successfully support companies and knowledge workers in this new world of work. 

We embrace asynchronous communication and collaborative work and share our practices in the Oyster Public HQ to help other global teams learn from our experiences.

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 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.

We embrace diverse perspectives and intentionally build our product and company with an inclusive, global mindset. We encourage you to apply, even if you don’t 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 [email protected] with the subject line: Interview Accommodations.

Our available positions are on our careers page. Our team will only contact you from an @oysterhr.com 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 www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline.