Jobs at Oyster

Lead the vision, strategy, and execution of Oyster’s Employer of Record product across onboarding, payroll, benefits, compliance, and offboarding. Manage and develop a multi-layered product organization, prioritize complex initiatives, and partner with Engineering, Design, Legal, Finance, and Operations. Drive AI-powered automation, scalable workflows, measurable business outcomes, and product quality across a regulated global employment platform.

Lead AI transformation across Sales, Marketing, Customer Success, Partnerships, and Revenue Operations. Identify high-value opportunities, design and deploy production AI agents, agentic workflows, automations, integrations, and enterprise solutions, then drive adoption and measure business impact. Partner with functional leaders, make sound decisions about AI suitability, redesign operating models, improve reliability and governance, and mentor colleagues while establishing reusable standards across the organization.

Build and operate Oyster’s revenue technology stack, integrating Salesforce, enrichment, outbound, marketing automation, data warehouse, and product systems. Design CRM architecture, routing, data waterfalls, and AI-driven workflows for prospect research, personalization, and buying-signal detection. Own production reliability through monitoring, error handling, retries, documentation, and compliance. Partner with GTM teams to improve funnel performance and deliver measurable pipeline impact.

Lead and scale payroll operations across the Americas, managing distributed payroll specialists, escalations, vendors, controls, compliance, service levels, and process improvements. Provide technical guidance on US and Canadian payroll, with coverage of key Latin American markets. Partner cross-functionally to support regional expansion, improve customer trust and accuracy, and drive automation, standardization, and operational efficiency.

Generate outbound interest through cold calls, email, and social outreach; qualify prospects and schedule sales meetings; present Oyster’s global employment platform; manage and optimize the sales pipeline; partner with Sales Executives and go-to-market teams; and share buyer insights to improve strategy. The role provides training and coaching for candidates beginning a career in technology sales.

Own the GTM organization’s operating rhythm, strategic planning, cross-functional growth initiatives, internal communications, and execution cadence. Partner closely with the CRO and Sales, Marketing, Partnerships, and RevOps leaders to translate strategy into OKRs, improve collaboration, resolve operational bottlenecks, manage QBRs, and drive initiatives from decision through measurable delivery. The role also represents GTM needs across Product, Engineering, Finance, Customer Experience, and People teams.

Lead Oyster’s company-wide editorial and category narrative across marketing, executives, product, people, legal, and customer-facing teams. Build AI-first systems for research, brand voice, fact-checking, source verification, repurposing, evaluation, and governance. Direct thought leadership, executive publishing, original employment research, and multimedia activation. Connect content decisions to growth, trust, influence, and pipeline while mobilizing stakeholders, freelancers, agencies, and experts without formal authority.

Own customer and team member onboarding from new-hire submission through engagement. Provide guidance, documentation, meetings, escalation management, contract customization support, and accurate data processing. Collaborate with Sales, Product, Legal, and Finance teams while improving onboarding processes, self-service tools, and knowledge resources. Maintain customer satisfaction standards, stay current on product and employment-regulation changes, and work autonomously in a fully remote environment.

Guide customers and team members through standard, complex, and bulk employment offboarding processes. Manage sensitive cases, escalations, service-level agreements, customer satisfaction metrics, data accuracy, and cross-functional coordination with HR, finance, product, legal, and support teams. Improve playbooks and workflows, contribute to knowledge resources, and support peer learning while maintaining empathy, organization, and operational efficiency in a fully remote environment.

Lead the consolidated FP&A and Analytics function delivering planning, forecasting, financial modelling, pricing analytics, reporting, and commercial insight. Partner with senior leaders, drive AI/automation and systems improvements, prepare board/investor materials, support M&A/due diligence, and build a high-performing remote global team to improve decision quality and financial discipline.

Own the onboarding journey for Oyster customers and team members from new-hire submission through engagement. Provide guidance, documentation, meetings, and accurate platform data management; handle custom requests and escalations with Sales, Product, Legal, and Finance; support contract customization; maintain self-service and internal knowledge resources; and improve processes, customer satisfaction, and operational efficiency while staying current on product releases and employment regulations.

Lead and run end-to-end Dutch payroll in-house: configure payroll systems, manage master data, statutory filings, payroll controls, reconciliations, reporting, audits, escalations, and coach junior staff while improving automation and compliance.

Manage customer relationships, ensure satisfaction, address inquiries, conduct product demos, and collaborate with internal teams to improve customer success.

Oyster is inviting individuals to join their Talent Community for future job opportunities across various fields like Product, Engineering, and Marketing. Members will receive updates on new roles and insights into the company culture. Ideal candidates are curious, collaborative, and committed to inclusion.

Provide multi-jurisdictional employment law advice for Oyster's EOR platform: maintain templates and policies, support product and HR teams, manage cross-border compliance, liaise with outside counsel, handle audits and regulatory inquiries, and drive process improvements and AI/automation initiatives to scale employment compliance.

Process native Dutch payroll accurately and on time, including employee master data, statutory filings, payroll controls, reconciliations, reporting, client tickets, and audit support. The role requires AFAS expertise, Dutch payroll compliance knowledge, careful quality checks, and collaboration with a global asynchronous team. Responsibilities also include maintaining payroll procedures, testing legislative updates, supporting documentation, and escalating issues appropriately.

Process German payroll in-house using DATEV, ensuring accurate and timely payroll cycles, master data updates, statutory filings, validations, reconciliations, reporting, and audit support. Handle payroll tickets, maintain payroll procedures, test legislative updates, and escalate issues appropriately. The role requires German payroll expertise, attention to detail, knowledge of wage tax, social insurance and labor law, and collaboration in a remote-first global team.

Build and operate shared AI platform infrastructure for LLM applications, agents, RAG, tool calling, and AI workflows. Develop data and knowledge pipelines, secure enterprise integrations, reusable frameworks, deployment and observability standards, and developer tooling. Take AI systems from experimentation to reliable production while ensuring security, privacy, governance, scalability, quality, and cost efficiency. Collaborate across Engineering, Product, and IT to establish practical AI platform patterns and guardrails.

Manage a portfolio of customers across EMEA to drive adoption, resolve escalations, run enablement and demos, collaborate cross-functionally, use data to improve customer health, and support retention and payment collection.

Own product vision, strategy, and execution for Hire & Onboard or Benefits. Lead discovery, prioritisation, and roadmaps; partner with Engineering and Design; coordinate cross-functional stakeholders (Legal, Compliance, Ops, GTM). Drive AI and automation use cases, embed regulatory/compliance requirements, use quantitative and qualitative data to measure impact, and improve product processes and outcomes.