[Hiring] Senior Counsel (Employment Products) @Oyster

Role Description

Oyster is looking for a sharp, self-driven Senior Employment Counsel to contribute to Oyster's growth and shape the future of global distributed work. As part of our Employment Law Team, you'll advise internal teams and external stakeholders on employment law matters across multiple jurisdictions, playing a direct role in how Oyster supports workers and companies around the world.

• Research and stay current on employment laws and regulations across jurisdictions.
• Manage employment templates, policies, and standard employment processes.
• Liaise with outside counsel on local legal requirements.
• Create clear, accessible guidance on hiring, managing, and terminating workers globally.
• Advise Oyster's Platform and Product teams on building a scalable, compliant technology platform.
• Contribute to the strategic development of our employment-as-a-platform model.

Because Oyster operates as an Employer of Record (EOR), a solid understanding of how that model works, and the unique legal considerations it creates for Oyster, our customers, and their team members, is essential to this role.

The right candidate brings extensive employment law experience, including multi-jurisdictional and cross-border matters, and a track record of advising HR and business partners. Knowledge of immigration rules and employee benefits is a plus.

Beyond legal expertise, we're looking for someone who translates complex issues into clear, practical guidance for non-legal audiences, balancing compliance with pragmatic problem-solving, anticipating emerging risks, and partnering strategically with the business to deliver outcomes that are both legally sound and operationally effective.

We also value candidates who embrace AI and other technology tools to enhance efficiency, streamline workflows, and scale the impact of their legal expertise.

Qualifications

• Law Degree (e.g. JD or equivalent) and admission to practice law in one or more jurisdictions.
• 4+ years of experience practicing employment law, preferably with a combination of law firm and in-house practice.
• Deep expertise in employment law, including hands-on experience with standard employment processes.
• Understanding of the EOR model and ability to anticipate and navigate its unique legal challenges.
• Experience managing multi-jurisdictional and/or cross-border employment matters.
• Strong business acumen with the ability to distill complex legal concepts into clear, practical, and actionable guidance.
• Excellent analytical, communication, and research skills.
• A technology-forward mindset, including curiosity and comfort with leveraging AI and automation tools.
• A positive attitude and willingness to assist others, no matter how small the task.

Requirements

• A reliable home internet connection.
• Fluency in both written and spoken English.

Benefits

• Work from anywhere: Oyster has no borders or HQ.
• Paid time off: Enjoy 40 days off per year (including holidays and vacation).
• Mental health support: Access to Plumm, our mental well-being service.
• Wellbeing allowance: Monthly allowance in your ThanksBen wallet.
• Flexible parental leave: At least three months’ paid leave for new parents.
• WFH stipend: Receive a stipend for your laptop and home office equipment.