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Senior Director, Product (Employer of Record)

Oyster · Product · Lead · 1mo ago

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Open to any country, as long as your working hours sit between UTC-5 and UTC+3.

English requiredTimezone overlapProduct ManagementEORFintechHR Tech

Direct from the employer's own careers page

Who can apply

Read straight from the listing, so you know before you spend time on it.

Any country

Open to any country, as long as your working hours sit between UTC-5 and UTC+3.

“To create the best experience for our new hire, this role requires you to be based within -5 / +3 UTC.”

Team is distributed across 60+ countries with this role requiring location within UTC -5 to +3.

Async-first
Oyster operates asynchronously and shares its collaborative working practices publicly.
Contractor / B2B
No mention of hiring international contractors or invoicing.
Global stipend
WFH laptop/office setup stipend and a monthly wellbeing allowance are provided.
Annual retreat
No company-paid get-togethers mentioned.

Read from the listing automatically. Always confirm the details with the company before you accept an offer.

About the role

As Senior Director of Product for Oyster's Employer of Record platform, you will oversee the product vision, strategy, and execution across the full employment lifecycle—from onboarding and documentation to benefits, payroll, and offboarding. You will lead and mentor a team of product managers, collaborate with executive counterparts across engineering, design, legal, and operations, and guide the organization through structural change while infusing AI-first workflows into product discovery and delivery.

What you'll do

  • Own the product vision, strategy, and roadmap for the EOR business, aligning team execution with company-level goals.
  • Transform complex, highly localized regulations into scalable, automated workflows that reduce operational friction.
  • Prioritize across new feature capabilities, regulatory compliance, technical debt, and operational improvements across multiple teams.
  • Coach and develop product managers and group product managers from delivering features to owning problems and business outcomes.
  • Partner with Engineering, Design, Operations, Legal, and Finance leaders to balance trade-offs, margins, and risk.
  • Build and champion an AI-first approach to prototyping, discovery, and learning across the product organization.

What you bring

  • 10+ years in product management, including 5 to 7 years leading and mentoring other product managers.
  • Demonstrated experience navigating operationally or legally complex B2B, Fintech, HR tech, EOR, payroll, or compliance domains.
  • Systems thinker with first-principles problem-solving abilities and proven business-unit strategy ownership.
  • Hands-on experience leveraging AI tools to transform team workflows, discovery, and decision-making.
  • Exceptional communication and stakeholder management skills to influence senior leadership and drive execution.
  • Fluent English language skills and a reliable home internet connection.

About Oyster

Oyster is a B Corp-certified global employment platform that allows companies to compliantly hire, pay, and care for distributed team members in more than 60 countries.

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