Senior Counsel (Claims & Escalations)

One platform, a whole world of opportunity

Right now, the best jobs are limited to people in a handful of the world's wealthiest cities, yet brilliant people are everywhere. Driven to overturn the status quo and distribute opportunities equally around the world, Oyster launched its global employment platform to help companies hire, pay, and care for talent anywhere.

When it comes to global employment, we walk the walk. We're proof that companies don't need an office to create a highly-engaged culture. Since the company's inception in January 2020, Oyster has :

• Created a fully-distributed, vibrant team of 400+ employees across 60+ countries
• Featured in Forbes having ranked #9 in Flexjobs Top 30 Companies for remote jobs
• Established a diverse leadership team and an employee base that's 60% female
• Achieved one of the highest employee engagement scores in its class
• Raised $286 million to date, with a current valuation of $1.2 billion!
• B Corp status achieved in 2023

Our momentum speaks to the power of global employment—and we're just getting started! If you want to change the world with Oyster and be empowered to work remotely while doing so, 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 and you can work from home. Forever. To create the best experience for our new hire, this role requires you to be based in the United States, in Eastern or Central Time Zones (UTC -5 / -6).

Oyster is looking for an Employment Counsel to contribute to Oyster's growth to become the world leader in global distributed working. This role will be a part of our Employment Law Team and will focus on providing advice and counsel to internal and external stakeholders regarding employment law and employment-related issues around the world. A core part of the role is managing employment-related claims and risk.

You and your teammates will liaise with outside counsel and research legal issues to understand local employment laws and regulations; create easy-to-digest collateral around employing workers in various countries; support the People Services team in managing the full lifecycle of employment; and advise on the strategic management and growth of our employment as a platform product.

Additionally, because Oyster operates as an Employer of Record (EOR), this role also requires a solid understanding of how the EOR model functions and the unique legal considerations it creates for Oyster, our customers, and the team members engaged with our customers. Assisting with immigration issues may also be required.

Oyster needs someone with extensive knowledge and experience in Employment Law, with deep expertise in United States employment law . Experience managing multi-jurisdictional and cross-border employment issues, and advising and supporting HR and business partners, is also required. Canadian employment law expertise is a strong bonus. Helpful but not required is knowledge of immigration rules and employee benefits.

Success in this role requires strong business acumen and the ability to translate complex, cross-border employment law issues into clear, practical guidance for non-legal stakeholders. The right candidate balances compliance considerations with pragmatic problem-solving and brings creativity to risk mitigation rather than relying on purely technical answers.

Key Responsibilities

Core Requirements

You'll also need

Our values guide the work we do, the decisions we make, and the culture that makes us special. We elevate talent. We build trust. We thrive together.

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 offer many benefits, including :

At Oyster, we celebrate a variety of perspectives and experiences and we've intentionally built our product and our company with an inclusive, global mindset. We know from experience that people from underrepresented groups often don't apply for roles they don't feel they meet all the criteria for. We're committed to elevating talent by creating a trust-based environment where we can all thrive together. So if you think you have what it takes, but don't necessarily check every single box, please consider applying. We'd love to hear how you might contribute to our mission and our team.

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 jobs@oysterhr.com with the subject line : Interview Accommodations.

Oyster will never ask you to send us money as part of a job offer. If you receive a suspicious email relating to opportunities at Oyster from any other email domain where someone is claiming to be a part of our recruitment team, or are directed to anywhere other than www.oysterhr.com / careers to view our available jobs, we encourage you to submit a report through our Compliance and Ethics Helpline.

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