Location: Netherlands; Romania; Portugal; Belgium; Slovakia; Spain; Poland
Workplace: Remote
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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: To create the best experience for this employee and meet business needs, this role requires you to be based within the EMEA region.
ROLE SUMMARY
This is an exciting time to join Oyster. The Netherlands is one of our most important markets—this role will give you real ownership over how payroll runs, with the scope to help us achieve best-in-class payroll standards at scale.
You'll be a valued member of our in-house payroll team: someone we trust to accurately produce your assigned stream of Dutch payroll each cycle, follow our AFAS processes closely, and flag anything that doesn't look right. If you have hands-on native Dutch payroll experience, are comfortable executing structured processes with care, and want to build your skills within a payroll function that's still taking shape, this role is for you.
CORE RESPONSIBILITIES
- Process payroll accurately. Produce your assigned stream of the native Dutch payroll cycle in-house each period; accurate, compliant, and on time.
- Master data accuracy. Process and check employee payroll master data — new hires, terminations, salary changes, variable pay, benefits, absences, and garnishments (loonbeslag) — following defined procedures and flagging anything unclear or that looks off.
- Payroll controls & quality. Run pre- and post-payroll validations each cycle; check your own work carefully, and flag anything that doesn't look right before issues reach team members, customers, or Finance.
- Handle all statutory filings & accesses. monthly loonaangifte filings to the Belastingdienst, UWV wage declarations, and the annual jaarloonopgaaf, filing of Ziektewet and WAZO reimbursement claims with UWV, owning the retrieval and maintenance of employee loonheffingskorting data: you follow established procedures for these activities and flag anything that looks off. You'll support the setup and maintenance of required government accesses as directed.
- Follow the payroll system procedures. Follow defined steps to help maintain the in-house payroll system, test legislative updates before they go live as directed, and flag issues or ideas to your team lead or our Product team.
- Build your subject matter knowledge. Learn and follow Loonheffingenrecht, Socialezekerheidsrecht, Arbeidsrecht, and CAO (Collectieve Arbeidsovereenkomst) as they apply to your work, and ask questions when something is unclear.
- Check your numbers. Check payroll journals and GL mappings against your outputs, and flag any data integrity issues you notice.
- Handle assigned tickets. Handle assigned client payroll tickets well, and escalate anything that exceeds your frame to senior team members. Pair careful, accurate work with a customer-first mindset.
- Reporting. Help prepare statutory and ad-hoc reports to meet regulatory requirements, including EU Pay Transparency Directive obligations, Ondernemingsraad (OR)-facing pay assessment documentation, and AVG/GDPR compliance across payroll data.
- Audits. Provide structured data and documentation to support internal and external audits.
- Support the team. Follow SOPs closely and flag gaps when you spot them. Share knowledge when asked and support your peers informally, helping keep our living knowledge base — playbooks and SOPs — documented and shared.
MINIMUM REQUIREMENTS
- 1–3 years running native (in-house) payroll processes for the Netherlands, comfortable independently handling a defined volume of payslips per month.
- Hands-on AFAS and / or Nmbrs by Visma and / or Loket.nl http://Loket.nl processing experience.
- Completed the Praktijkdiploma Loonadministratie (PDL) and/or NIRPA Register Salarisadministrateur (RSa) registration.
- Working knowledge of Dutch wage tax, social insurance, and labor law, with a willingness to build deeper expertise over time.
- Dutch at C1/C2 for interaction with local authorities and fluent English for collaborating with our async global team.
- Comfortable handling assigned client queries and escalating anything beyond your scope with clear context; balancing careful, accurate work with a genuine customer-first mindset.
- A careful, detail-oriented mindset. You check your own work thoroughly and flag patterns or issues as you notice them.
- Comfortable navigating ambiguity within your own workstream, and know when to escalate something that falls outside your frame.
- You're happy to share knowledge when asked and support your peers informally.
- Comfortable working largely asynchronously in a fast-paced, remote-first environment.
DESIRABLE SKILLS
- A broader accounting background or qualification (e.g. RA/AA accountancy qualification); particularly useful for the GL mapping and reconciliation side of the role.
- Proven experience working on and delivering cross-functional HR/Payroll projects.
- Hands-on capability working with AI tools to optimize payroll or operations workflows.
- Strong data transformation skills and practical experience with data analytics platforms.
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
Location: United States; Austin; Chicago; Nashville; Denver; Atlanta
Workplace: Remote
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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.
THE ROLE
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 currently based within the Americas region.
At Oyster, we’re on a mission to create a more equal world by making it possible for companies everywhere to hire people anywhere.
Joining as a Business Development Representative (BDR) is your chance to break into tech sales and build a career with real growth potential. From day one, you will be supported by dedicated sales enablement, training, and coaching programs designed to help you succeed and grow.
You will learn how to master outreach, qualify leads, and build relationships that drive business results — all while working with top-tier sales tools like Salesforce, Salesloft, and LinkedIn Sales Navigator.
You won’t be on your own. You will be surrounded by Business Development leaders, experienced Sales Executives, Revenue Operations experts, and an Enablement team that will invest in your development every step of the way.
This is an opportunity to learn fast, make an impact, and grow in a global, high-performing sales environment. If you are curious, ambitious, and ready to develop your career in tech sales, we’d love to hear from you.
Key Responsibilities :
- Create awareness and generate interest in Oyster through outbound prospecting (cold calling, email, and social outreach)
- Partner seamlessly with Sales Executives to drive mid-market and SMB pipeline velocity
- Qualify and schedule high-value meetings that convert into tangible sales opportunities
- Present and clearly articulate Oyster’s global employment platform to target buyers
- Organize, optimize, and manage your pipeline for maximum efficiency and predictable results
- Serve as the voice of the market, collaborating with the GTM team (Sales, Marketing, Product, etc.) to translate buyer intelligence into strategy.
What we value:
- Driven & Motivated: You have a clear “why” that goes beyond money — whether it’s purpose, product, or personal growth
- Ownership & Accountability: You take initiative, learn from mistakes, and find proactive solutions to move forward
- Growth Mindset: You actively seek and implement feedback, always looking for ways to improve, master your craft, and ensure your career progression.
- Resilient & Persistent: You don’t give up easily. You push through challenges and adapt in turbulent times
- T.E.A.M.Oriented: Together Everyone Achieves More! You thrive in a collaborative environment, consistently seeking to elevate your teammates, celebrate team success, all while maintaining your own high standards for results
What will make you successful:
- Strategic Researcher: Finding the information is not your destination; you are naturally curious and synthesize data from diverse sources to strategically guide and focus outreach efforts.
- Organized Precision: You possess exceptional attention to detail and organizational skills, consistently producing accurate work while balancing speed and quality--especially under pressure.
- Creative Problem-Solver: Deconstructing complex challenges into practical steps to generate effective and innovative solutions comes second nature to you.
- Agile and Adaptable: You are open and amenable to change, quickly mastering new tools (including AI) and processes, and swiftly pivoting strategies to progress the pipeline
- Data-Driven Communicator : You view data as your currency for success, leveraging clear and persuasive communication (both written and verbal) as the vehicle to drive action.
Candidates who stand out possess:
- Minimum 6 months of demonstrated success in a customer-centric role (e.g., sales, hospitality, customer success, recruiting) where your results demonstrably relied on proactively engaging people and cultivating genuine relationships to drive a specific, measurable outcome.
- Familiarity with B2B prospecting tools (Salesforce, Salesloft, LinkedIn Sales Navigator, etc.)
- A genuine passion for remote work and an active curiosity about the evolving trends shaping the global workplace
You'll also need
- A reliable home internet connection (or be able to get one)
- Fluent English language skills
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
Location: EMEA; APAC; Portugal; Spain; India
Workplace: Remote
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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 at least 3-4 hours of overlap with Central European Time (CET/CEST) business hours to support collaboration with the team.
Role Summary
Oyster is looking for a sharp, self-driven 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.
A core part of the role is researching and staying current on employment laws and regulations across jurisdictions; managing employment templates, policies, and standard employment processes; liaising with outside counsel on local legal requirements; creating clear, accessible guidance on hiring, managing, and terminating workers globally; and advising Oyster's Platform and Product teams on building a scalable, compliant technology platform. You'll also 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.
Key Responsibilities
- Own and maintain employment templates, policies, and processes across multiple jurisdictions, ensuring Oyster's employment offering remains compliant, scalable, and operationally effective.
- Monitor legislative and regulatory developments globally, assess their impact on Oyster's products and operations, and drive implementation of required changes.
- Partner closely with Product, People team and other cross-functional stakeholders to design and implement compliant employment solutions that balance legal requirements with business objectives.
- Advise on a broad range of employment law and compliance matters across the employee lifecycle, including hiring, compensation, leave, performance management, terminations.
- Support strategic initiatives such as Direct Expansion, indirect-to-direct migrations, and the launch of new employment products and features.
- Research complex employment law issues and translate legal analysis into clear, practical, and business-focused recommendations.
- Develop and maintain employment guides, knowledge resources, and compliance documentation to support scalable operations across Oyster's global footprint.
- Support labor inspections, audits, regulatory inquiries, and other employment compliance initiatives.
- Use data, stakeholder feedback, and operational insights to identify risks, improve processes, and enhance the effectiveness of Oyster's employment compliance framework.
- Identify and champion opportunities to leverage AI, automation, and process innovation to improve team efficiency, reduce manual work, and enable the scalable delivery of employment compliance and legal support.
- Contribute to a highly collaborative, remote-first team culture and help drive continuous improvement across Employment Products.
Core Requirements
- 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: drafting and reviewing contracts, managing templates and policies, advising across a wide range of employment matters and interpreting local labor regulations across multiple jurisdictions.
- Understanding of the EOR model and ability to anticipate and navigate its unique legal challenges; prior experience working with or within an EOR is preferred.
- Experience managing multi-jurisdictional and/or cross-border employment matters, with the ability to work across diverse legal systems and regulatory environments.
- Strong business acumen with the ability to distill complex legal concepts into clear, practical, and actionable guidance for non-legal stakeholders; creativity and pragmatism in risk mitigation are essential.
- Excellent analytical, communication, and research skills, with a keen eye for detail and the ability to manage multiple priorities in a fast-paced, global environment.
- A technology-forward mindset, including curiosity and comfort with leveraging AI and automation tools to work more efficiently and continuously improve legal processes.
- A positive attitude and willingness to assist others, no matter how small the task.
You'll also need
- A reliable home internet connection.
- Fluency in both written and spoken English.
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
Location: EMEA; APAC; Portugal; Spain; India
Workplace: Remote
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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 at least 3-4 hours of overlap with Central European Time (CET/CEST) business hours to support collaboration with the team.
Role Summary
Oyster is looking for a sharp, self-driven 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.
A core part of the role is researching and staying current on employment laws and regulations across jurisdictions; managing employment templates, policies, and standard employment processes; liaising with outside counsel on local legal requirements; creating clear, accessible guidance on hiring, managing, and terminating workers globally; and advising Oyster's Platform and Product teams on building a scalable, compliant technology platform. You'll also 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.
Key Responsibilities
- Own and maintain employment templates, policies, and processes across multiple jurisdictions, ensuring Oyster's employment offering remains compliant, scalable, and operationally effective.
- Monitor legislative and regulatory developments globally, assess their impact on Oyster's products and operations, and drive implementation of required changes.
- Partner closely with Product, People team and other cross-functional stakeholders to design and implement compliant employment solutions that balance legal requirements with business objectives.
- Advise on a broad range of employment law and compliance matters across the employee lifecycle, including hiring, compensation, leave, performance management, terminations.
- Support strategic initiatives such as Direct Expansion, indirect-to-direct migrations, and the launch of new employment products and features.
- Research complex employment law issues and translate legal analysis into clear, practical, and business-focused recommendations.
- Develop and maintain employment guides, knowledge resources, and compliance documentation to support scalable operations across Oyster's global footprint.
- Support labor inspections, audits, regulatory inquiries, and other employment compliance initiatives.
- Use data, stakeholder feedback, and operational insights to identify risks, improve processes, and enhance the effectiveness of Oyster's employment compliance framework.
- Identify and champion opportunities to leverage AI, automation, and process innovation to improve team efficiency, reduce manual work, and enable the scalable delivery of employment compliance and legal support.
- Contribute to a highly collaborative, remote-first team culture and help drive continuous improvement across Employment Products.
Core Requirements
- 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: drafting and reviewing contracts, managing templates and policies, advising across a wide range of employment matters and interpreting local labor regulations across multiple jurisdictions.
- Understanding of the EOR model and ability to anticipate and navigate its unique legal challenges; prior experience working with or within an EOR is preferred.
- Experience managing multi-jurisdictional and/or cross-border employment matters, with the ability to work across diverse legal systems and regulatory environments.
- Strong business acumen with the ability to distill complex legal concepts into clear, practical, and actionable guidance for non-legal stakeholders; creativity and pragmatism in risk mitigation are essential.
- Excellent analytical, communication, and research skills, with a keen eye for detail and the ability to manage multiple priorities in a fast-paced, global environment.
- A technology-forward mindset, including curiosity and comfort with leveraging AI and automation tools to work more efficiently and continuously improve legal processes.
- A positive attitude and willingness to assist others, no matter how small the task.
You'll also need
- A reliable home internet connection.
- Fluency in both written and spoken English.
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
Location: EMEA; United States; Netherlands; Austria; Ireland; Portugal; North America; United Kingdom; Spain; Brazil; Germany; Canada; Mexico
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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.
The Role
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 +3 / -7 UTC.
As the Senior Director, Data Platform and AI, you will own the technical infrastructure and strategic direction that transforms Oyster into an AI-native global platform, decoupling scaling overhead from platform usage growth. Part of our Senior Tech Leadership Team, this highly specialized leadership role unites data platforms, product analytics pipelines, knowledge management, and advanced automation layer frameworks.
You will lead the effort to transition AI initiatives from isolated experimentation into centralized systems. This is an organizational transformation role as much as a technical one. You will leverage AI to optimize our internal workflows, modernize our knowledge architecture, and directly enhance our customer-facing product. By building unified data structures and connectivity pipelines, you will directly lower our cost-to-serve and equip our global teams with the clear data and context they need to operate efficiently. Crucially, you will also educate and empower teams across Oyster to scale their own AI use productively.
KEY RESPONSIBILITIES
- Drive the company-wide AI agenda: scaling local AI initiatives into centralized production systems that create measurable business value.
- Own broad, high-impact AI initiatives that have cross functional impact: Moving our AI usage from past narrow or siloed automation examples to execute a company operational transformation.
- Partner with Product, Engineering, and operational leaders to embed AI capabilities into our customer-facing platform, internal business workflows, and core processes.
- Serve as the ultimate technical authority for our data and AI infrastructure, making critical architectural decisions across MLOps pipelines, LLM orchestration frameworks, and distributed data systems.
- Oversee the development of a scalable corporate data platform that serves as the foundational bedrock for all AI and machine learning capabilities.
- Transform our internal knowledge base by building the systemic data architecture needed to turn unstructured information into intelligent, easily searchable, and actionable assets.
- Re-build and evolve our company-wide data structures and connectivity pipelines to be optimized to deploy, run, and maintain AI models efficiently while lowering cost-to-serve.
- Set the company wide tooling standards, maintain technical quality guardrails, and establish engineering best practices for embedded AI specialists working within distinct business units.
- Actively support the implementation of key local solutions built by decentralized specialists, ensuring they have the tools and centralized platform support required to succeed.
- Maintain high levels of ethical compliance by ensuring all global AI initiatives strictly adhere to data privacy, platform security, and ethical compliance standards.
- Educate and empower teams across the organization to scale their own AI use productively, providing them with the structural frameworks needed to safely build and innovate within their functions.
- Partner deeply with the People and Operations functions to champion organizational AI capability, replacing operational uncertainty with structured technical training loops that convert manual specialists into power-users of automated solutions.
- Drive the organizational change management and literacy efforts required to reshape daily workflows, shifting company culture and habits from traditional manual processes to AI-assisted operations.
CORE REQUIREMENTS
- A genuine passion for artificial intelligence that goes far beyond product feature delivery. You possess a demonstrated interest in, and concrete evidence of driving, internal organizational change, specifically regarding how AI reshapes day-to-day employee workflows and habits.
- Proven experience operating within a service-delivery model or a highly complex operational business, where data strategy directly impacts intricate, real-world workflows and diverse stakeholder ecosystems.
- A history weighted heavily toward data engineering, distributed systems development, platform services infrastructure, or system architecture over front-end application product design.
- A proven deep technical track record in distributed data systems, MLOps pipelines, and LLM orchestration. You can easily evaluate complex models and emerging technologies, serving as the ultimate technical authority for our infrastructure.
- Documented success building, testing, and scaling complex asynchronous data structures, machine learning routing layers, or high-volume API integrations within modern software platforms.
- The ability to view the organization holistically. You use your understanding of how interconnected technical platforms, business processes, and human teams interact, designing data and AI solutions that optimize entire workstreams rather than individual silos.
- A proven track record of driving internal adoption for major technology or workflow shifts. You can break down complex AI frameworks for non-technical teams, guide employees through operational transitions, and successfully shift daily habits from manual work to AI-assisted processes.
- Comprehensive familiarity with model validation systems, technical anomaly logging, data pipeline health metrics, and automated governance frameworks (e.g., custom logging models or open-source pipeline validation stacks).
- BONUS : Background architecting semantic search solutions, internal retrieval-augmented generation engine layers, or multi-tenant customer data structures from zero-to-one phases.
You'll also need
- A reliable home internet connection and fluency in both written and spoken English.
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
Location: The Americas; Costa Rica; Tampa; Charlotte; Nashville; Brazil; Atlanta; Colombia; Philadelphia; Pittsburgh; Canada; Mexico
Workplace: Remote
✨ 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 https://www.oysterhr.com/library/oyster-hr-named-10-of-americas-top-worktech-companies-of-2026-by-time
- Named one of America's Greatest Startup Workplaces 2026 https://www.oysterhr.com/library/oyster-2026-newsweek-award by Newsweek
- A G2 Spring 2026 Leader https://www.oysterhr.com/library/oyster-named-best-roi-for-any-global-employment-platform-for-g2-spring-2026 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.
THE ROLE
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 -3 / - 8 UTC (Americas) as you will be supporting the Americas region.
We are seeking a passionate and results-driven Customer Success Manager to join our dynamic team. As a Customer Success Manager (CSM), you will play a pivotal role in managing relationships with our diverse customer base, ensuring their success and satisfaction with our platform and services. This position offers an exciting opportunity to work in a fast-paced environment, collaborate cross-functionally, and make a significant impact on the customer experience.
Our Customer Success POD is a dynamic and tightly-knit group committed to crafting a seamless customer journey. As a member of this team, you will be part of a collaborative environment where ideas flourish, and each team member's input is cherished. We foster a culture of continuous learning and growth, encouraging every team member to contribute their unique skills and perspectives to our shared goals. By joining our Customer Success POD, you'll become part of a supportive community that thrives on innovation, excellence, and a steadfast commitment to customer satisfaction.
KEY RESPONSIBILITIES
- Proactively manage and nurture relationships with a portfolio of customers, ensuring high engagement and satisfaction levels.
- Responsible for addressing and managing customers' health cases assigned to them.
- Respond to customer inquiries and requests within the Success scope, providing timely and effective solutions.
- Conduct enablement sessions, product demos, and escalation calls with customers to drive adoption and address challenges.
- Manage customer escalations and collaborate cross-functionally to resolve issues and ensure customer satisfaction.
- Utilize data-driven insights to understand customer needs and preferences, advocating for their interests within the organization.
- Identify opportunities for improvement and scalability in customer success processes, contributing ideas and solutions to enhance customer health.
- Lead and participate in cross-functional projects aimed at improving customer engagement and satisfaction.
- Act as the primary point of contact for internal teams, addressing and prioritizing requests from Sales, Support, and other departments.
- Collaborate with the Sales team to ensure customer retention, particularly in churn-risk situations.
- Collaborate with Treasury on payment collection for late-paying customers
- Work closely with Product, Sales, Support, and Marketing teams to ensure customers receive comprehensive support and maximize the value of our platform.
- Stay abreast of product updates and industry trends, continuously enhancing your skills and knowledge to better serve our customers.
REQUIREMENTS
- Minimum of 2 years of experience in a Customer Success, Account Manager or quota-carrying role, preferably in a SaaS or technology company.
- Proven track record of managing multiple customer relationships and driving customer success initiatives.
- Ability to effectively manage customer expectations and any conflicts should they arise.
- Exceptional communication skills, both verbal and written.
- Strong interpersonal skills with the ability to build rapport and trust with customers.
- Analytical mindset with the ability to leverage data to drive insights and decision-making.
- Cross-functional collaboration skills with experience working across departments to achieve common goals.
- Ability to thrive in a fast-paced, dynamic environment and adapt to changing priorities.
- Strong organizational skills and attention to detail.
- Passion for customer advocacy and commitment to delivering exceptional service.
- Willingness to continuously learn and upskill to keep pace with product advancements and industry trends.
- Proficiency in Zendesk, Asana, Notion, and Slack is a bonus.
ATTRIBUTES THAT ARE NOT REQUIRED (BUT ARE A BONUS)
- Experience in the HR industry and employment practices spanning multiple countries
YOU'LL ALSO NEED
- A reliable home internet connection (or be able to get one)
- Proficiency in both written and spoken English language is required
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 https://oysterhr.notion.site/Welcome-to-The-Reef-Oyster-s-Open-Source-Employee-Guide-fc482e3f107c4afd8c85ed217f1d0c1d so other global teams can learn from us.
HOW YOU WORK
With diverse locations, cultures, and needs, we created How YOU Work; https://oysterhr.notion.site/How-YOU-work-ac16c1932e314ffd8cb693e332458395 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 https://oysterhr.notion.site/Plumm-3b5e7e70dec6428e975f68f25972cfb7, 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 www.oysterhr.com/careers http://www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline https://faceup.com/c/8tpzyyye.
УдалённоUnited States; Austin; Chicago; Nashville; Denver; Atlanta
Зарплата не указана
УдалённоEMEA; APAC; Portugal; Spain; India
Зарплата не указана
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