Senior Director of Product

About the role

Location: While this position is posted in a specific location, all of Oyster's 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 -5 / +3 UTC. As Senior Director of Product for our Employer of Record offering, you will own the product vision, strategy, and execution across the full employer of record (EoR) lifecycle. We are looking for a Senior Director of Product to serve as the strategic leader of our core business. This spans customer-facing workflows, internal tooling, and employee-facing experiences that enable companies around the world to hire, onboard, pay, and manage their global workforce efficiently, compliantly, and at scale. This leader will treat the entire Customer journey, from onboarding documentation collection through time off, benefits, pay, and offboarding, as a single seamless experience for our customers and our team members. We're looking for an AI-first product leader comfortable applying creativity and first-principles thinking to solve real Customer and operational problems across a complex, regulated domain. You'll bring strong product judgment, a structured approach to problem-solving, and the ability to balance user needs, regulatory complexity, and business outcomes, while leading and developing a team of product managers to do the same. You'll set direction across multiple Product Development (Product, Design, and Engineering) teams, leading complex, cross-functional initiatives that require close collaboration across Legal, Compliance, Finance, Operations, and Go-To-Market. Strong ownership, clear communication, and the ability to drive alignment and momentum at a senior level are critical to success.

Responsibilities

• Accountable for the end-to-end performance and strategic alignment of the EoR platform, ensuring it delivers measurable business impact and Customer outcomes across the full employment lifecycle.
• Own prioritization, delivery integrity, and cross-functional alignment to company objectives, with responsibility for translating strategy into scalable, outcome-driven product execution.
• Spearhead highly complex, business-critical product and platform initiatives, successfully navigating executive alignment and securing executive buy-in to translate the EoR product's strategic vision into definitive, measurable company outcomes.
• Directly manage, develop, and grow a team of Product Managers, setting a high bar for product craft, discovery, and delivery.
• Drive prioritization across the product, balancing new features, regulatory requirements, tech debt, and operational improvements across multiple teams and roadmaps.
• Translate product strategy into execution, working with Product Managers to define clear roadmaps, outcomes, and success metrics at the team and domain level.
• Partner closely with Engineering and Design leadership to deliver high-quality, scalable solutions with strong user experience across both teams.
• Partner with leaders across Operations, Finance, and Legal to shape broader company strategy, ensuring the platform supports overall business and margin goals.
• Represent the EoR, Contractors, and connected areas at the strategic leadership level, clearly communicating strategy, trade-offs, progress, risks, and impact.
• Use data and insights to inform product-level decisions, measure impact, and drive continuous improvement.
• Contribute to the wider Product organization, shaping best practices, raising the bar for product quality, and helping build a strong product-led culture.
• Foster an AI-first culture within the Product organization, reimagining our product development lifecycles to maximize operational velocity and scalability.
• Build, inspire, and retain a high-performing, bar-raising, remote-first Product team, ensuring the organization has the talent and capability to execute our long-term product strategy.
• Core Requirements
• 10+ years of experience in Product Management, including 5+ years in a leadership role managing other Product Managers, with a strong track recor

Benefits

Additional Information

✨ One platform, a whole world of opportunity 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 400+ 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!

Your Match

How well this role fits your profile.

Company Intel

What employees say

Worked at oyster? Share your experience