Senior AI Solutions Engineer - GTM

About this role

Lead the transformation of Oyster’s go-to-market functions into AI-enabled teams. Identify valuable opportunities, build and deploy AI agents and workflows, and drive adoption and measurable business impact from discovery through continuous improvement.

About the company

Oyster is a global employment platform that lets companies hire, pay, and manage workers in other countries through employer-of-record and related services.

The team

Works with GTM leadership and the AI Director, alongside Senior AI Solutions Engineers supporting other departments.

Stack

What you'll do

• Identify and prioritize high-impact AI opportunities with GTM leaders.
• Lead complex initiatives from problem discovery through design, deployment, adoption, and measurable impact.
• Build, test, and improve AI agents, agentic workflows, automations, and integrations.
• Assess value, feasibility, risk, data quality, maintainability, and the need for human oversight.
• Embed AI into everyday GTM work and help teams create reusable prompts and workflows.
• Measure adoption, quality, reliability, and business outcomes after launch.
• Share reusable approaches, mentor colleagues, and raise AI capability across teams.

What we're looking for

• 3+ years of hands-on AI and automation experience, with broader experience delivering complex solutions in GTM Engineering, Solutions Engineering, Revenue Operations, systems integration, or a related field.
• Experience redesigning workflows or operating models, not just automating isolated tasks.
• Track record of independently leading cross-functional initiatives from ambiguity to measurable impact.
• Hands-on experience building and improving production AI agents and agentic workflows with LLMs, APIs, tools, and enterprise data.
• Strong automation capability with n8n, Zapier, Make, or comparable tools.
• Understanding of B2B GTM operations across Sales, Marketing, Customer Success, Partnerships, and Revenue Operations.
• Experience integrating business systems using APIs, webhooks, and authentication mechanisms.
• Ability to influence functional leaders, align technical and nontechnical stakeholders, and mentor others.

Nice to have

• 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.

Benefits

• 40 days of paid time off per year, including holidays and vacation, or more if required by local law.
• At least three months of paid parental leave, with job protection for up to 12 months or as required locally.
• Monthly wellbeing allowance.
• Mental health support through Plumm.
• Work-from-home stipend for laptop and home office equipment.