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Oyster is a global employment platform that enables companies to hire, pay, and manage talent anywhere in the world. The company is fully distributed across 60+ countries and has been recognized as a top WorkTech company by TIME and Statista, a Great Startup Workplace by Newsweek, and a G2 Leader across multiple categories. Oyster is also the only B Corp-certified global employment platform.
You will join as a Senior AI Solutions Engineer reporting to the AI Director, partnering closely with GTM leadership. Your mandate is to make Sales, Marketing, Customer Success, Partnerships, and Revenue Operations AI-native—moving teams from manually operating tools toward orchestrating AI-powered workflows where human judgment creates the most value.
You will be part of a connected group of Senior AI Solutions Engineers transforming different departments across Oyster, establishing shared standards and ensuring coordinated rather than siloed AI transformation.
Core responsibilities include: reimagining how GTM teams work with AI; partnering with GTM leaders to identify and prioritize high-impact transformation opportunities; owning complex initiatives from ambiguous problems through design, build, deployment, adoption, and improvement; designing, building, testing, and continuously improving reliable AI agents and agentic workflows using LLMs, orchestration platforms, APIs, and enterprise data; balancing value, feasibility, risk, data quality, maintainability, and human oversight; embedding AI into everyday work and helping teams develop skills to operate effectively in an AI-enabled environment; measuring adoption, quality, reliability, and business impact post-launch; and building trust with GTM leadership while mentoring colleagues and raising organizational capability.
This is a senior, hands-on role where you will independently identify high-value opportunities, decide where AI should and should not be used, and lead complex solutions from discovery through measurable business impact.
REQUIREMENTS:
- 3+ years of hands-on AI and automation experience, supported by broader experience delivering complex solutions in GTM Engineering, Solutions Engineering, Revenue Operations, systems integration, or related field
- Track record of redesigning workflows or operating models, not just automating isolated tasks
- Experience independently leading complex, cross-functional initiatives from ambiguous problems to measurable business impact
- Strong automation capability using tools such as n8n, Zapier, Make, or comparable orchestration technologies
- Strong hands-on experience designing, building, deploying, and improving production AI agents and agentic workflows using LLMs, APIs, tools, and enterprise data
- Strong understanding of B2B GTM operations across Sales, Marketing, Customer Success, Partnerships, and Revenue Operations
- Experience integrating business systems through APIs, webhooks, and authentication mechanisms
- Strong judgment about where AI creates value, where processes need deeper redesign, and where automation should not be used
- Ability to influence functional leaders, challenge assumptions constructively, and align technical and non-technical stakeholders
- Track record of mentoring others, sharing expertise, and raising standards across a team
BONUS EXPERIENCE:
- Experience with Salesforce, HubSpot, Gong, Clay, or similar GTM platforms
- JavaScript, Python, or SQL experience
- Familiarity with RAG, MCP, AI evaluation, observability, governance, or security controls
