Senior Director of Product

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.

Key Responsibilities

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