✨ One platform, a whole world of opportunity

The best jobs have always clustered in a handful of the world's wealthiest cities. But talent is everywhere. Oyster set out to close that gap - building a global employment platform that lets companies hire, pay, and care for brilliant people anywhere.

We're proof that a high-performing culture doesn't need an office. Distributed across 60+ countries since 2020, we've built something the industry keeps noticing:

• Ranked #10 of 250 on TIME and Statista's 2026 list of America's Top WorkTech Companies

• Named one of America's Greatest Startup Workplaces 2026 by Newsweek

• A G2 Spring 2026 Leader across Employer of Record, Global Employment, Multi-country Payroll, and HR Compliance

• The only B Corp-certified global employment platform ~ independently verified since 2023

Two of those rankings measured our business impact from the outside. One measured how our own people feel about working here. They landed in the same place ~ because at Oyster, culture and performance aren't separate conversations. They're the same one.

And we're just getting started. If you want to do the best work of your career alongside people who care as much as you do, 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 that you be based within UTC+0 to UTC+3.

In this client-facing role, you’ll be the go-to expert for our customers and internal teams, solving complex HR challenges across a number of countries in Western Europe, primarily Portugal, Italy, and Spain. Whether it’s advising on tricky terminations, navigating country-specific compliance, or unblocking sensitive people issues, your deep HR expertise and pragmatic mindset will help our customers feel supported and confident every step of the way. You will champion a high-performance culture, constantly seeking ways to optimize processes and leverage modern tools, including AI, to scale your impact and efficiency. If you thrive on variety, love solving complex problems, and want to shape the future of global work, we want to hear from you.

Key Responsibilities

Complex employee relations (ER) matters

• Act as a senior HR expert for complex employee relations (ER) matters across your allocated countries, with particular in-depth knowledge across multiple European countries.

• Provide pragmatic, solutions-focused guidance on high-risk and sensitive cases, including performance management, misconduct, investigations, and terminations

• Navigate nuanced local legal frameworks with confidence, ensuring compliance while supporting business objectives

• Partner closely with internal stakeholders and Oyster customers to deliver clear, actionable advice on complex people issues in a timely and commercially-minded way

Country HR information and knowledge

• Draft country-specific information on a wide range of HR topics in our team format.

• Leverage AI and automation tools to streamline the generation, updating, and scaling of country-specific HR documentation, ensuring rapid and accurate knowledge delivery.

• Answer questions (in the form of tickets) on HR topics which are unable to be resolved by our Lifecycle Operations teams.

• Provide internal Oyster teams with training (or other methods of increasing their knowledge) on HR topics as needs arise.

• Look for opportunities to proactively improve country-specific HR information.

• Attend customer calls when there are questions on country-specific HR information.

• Work with other teams (e.g. Customer Support, Sales, Product, Legal) to problem-solve country-specific issues with your HR knowledge.

Continuous Improvement & High Performance

• Continuously audit and refine workflows and ways of working to reduce response times and elevate service quality.

• Actively leverage AI responsibly to maximize personal output, sharing best practices with the broader People Services team.

• Analyze recurring ticket trends and received queries to identify systemic issues, proactively building preventative resources for internal teams.

Projects

• Lead People Services and cross-functional projects as we work towards our Mission to enable companies to hire anyone, anywhere!

Core Requirements

• Deep employee relations expertise across multiple countries, with hands-on experience handling complex and high-risk cases (e.g. investigations, PIPs, terminations)

• 6+ years of ER & HR generalist experience, with a strong track record of supporting both internal stakeholders and external clients

• Portuguese, Italian and/or Spanish language skills would set you up for success in this role.

• Cross-country HR experience, with a deep global focus (eg, APAC, EMEA, AMER, LATAM). Experience in countries like France would be a big bonus!

• Culturally aware, with a nuanced understanding of local HR practices, norms, and expectations across the regions you’ve supported

• An exceptional communicator, able to translate complex employment topics into practical, accessible advice (both in writing and in conversations)

• Solution-oriented and commercially minded, offering well-reasoned options and confident recommendations when faced with challenging people matters

• Skilled at stakeholder engagement, including presenting confidently to senior leaders, clients, and cross-functional teams

• Change-ready and growth-driven, excited by ambiguity and eager to challenge the status quo to improve processes and outcomes

• People-first mindset, with a strong focus on the experience of our customers, team members, and employees in everything you do

• Tech-Forward & AI-Literate: Digitally savvy with a strong curiosity for HR tech and AI; practical experience using AI tools to accelerate drafting, research, and data analysis is highly valued.

• Continuous Improvement Mindset: A proven track record of optimizing existing processes, scaling operations, and moving from reactive firefighting to proactive problem-solving.

• High-Performance Delivery: Thrives in a metrics-driven environment with a focus on speed, precision, and high-quality outcomes for global customers.

• [BONUS] Demonstrable experience with EORs (Employer of Record) & proven ability to navigate the complexities of international employment and compliance within EORs.

• [BONUS] Additional languages

• [BONUS] Have worked in a fast-paced, scaling startup or global tech environment

• [BONUS] Experience implementing AI tools or automation workflows within an HR or Ops function.

You'll also need

• A reliable home internet connection (or be able to get one)

• Fluent English language

How we work together at Oyster

Our values guide the work we do, the decisions we make, and the culture that makes Oyster what it is. We make it happen—progress is our default setting. We drive change, we build and give trust, and we move as one united team.

Our mission is to create a more equal world of work: helping companies everywhere hire, pay, and care for talent anywhere. Everything we do ladders up to our mission. We embrace asynchronous, collaborative work and share how we operate in the Oyster Public HQ so other global teams can learn from us.

How YOU work

With diverse locations, cultures, and needs, we created How YOU Work; a program supporting your whole human experience at Oyster:

• Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.

• Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country.

• Mental health support: Access Plumm, our mental well-being service.

• Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet to spend on a wide range of options.

• Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally.

• WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.

✨ The best jobs should be available to everyone

We embrace diverse perspectives and intentionally build our product and company with an inclusive, global mindset. We encourage you to apply, even if you don’t meet every criterion, and are committed to a trust-based, thriving environment.

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.

Our available positions are on our careers page. Our team will only contact you from an @oysterhr.com email, and we will never ask for money as part of an interview process or job offer. If you receive a suspicious email about Oyster jobs or are directed to a site other than please report it via our Compliance and Ethics Helpline.

Compensation (from employer):
Spain: €62K – €68K • Offers Equity
Austria: €52K – €68.5K
Portugal: €44K – €50K • Offers Equity
Poland: PLN 238K – PLN 275K • Offers Equity
Ireland: €68K – €70K • Offers Equity