AI Tooling Engineer

Own ambiguous, cross-org AI bets end-to-end —identify the highest-leverage problems across the company, decide what to build, and drive it from prototype to durable production tool

Build and ship a high volume of internal apps, prototypes, and automations —going from a vague problem to a working tool in days, then iterating with users toward production quality

Define the reusable patterns and shared infrastructure the org builds on—reference architectures, internal libraries, MCP servers, eval harnesses, and templates that let others move faster and safer

Embed directly with teams across CX, Trust & Safety, ops, GTM, and EPD to find high-leverage problems, then build the solution alongside them

Wire AI into real business context —building RAG and retrieval pipelines, MCP servers, and agentic workflows grounded in Whatnot's data, with appropriate PII and access controls

Integrate AI tools with internal systems and data sources via APIs, connectors, and event-driven workflows so automations act on real state, not toy inputs

Scale the leverage —package successful builds into reusable skills and playbooks, and level up the whole company through enablement sessions, boot camps, and mentorship of other builders

Stay ahead of the AI landscape , evaluating and bringing in new models, tools, and patterns as the ecosystem evolves, and making the build-vs-buy calls

A prolific builder with senior judgment : 4 + years of industry experience at scale - you ship fast and iterate with real users, and you know where not to invest; you measure yourself by problems solved, tools adopted, and leverage created

Deep applied AI fluency: 1+ years of industry experience at scale —extensive hands-on experience building with the current generation of LLM products (Anthropic, OpenAI, Google) and the production patterns around them: prompt engineering, RAG, MCP, agents, and evals

Systems-integration chops —you've connected AI to real data and tools through APIs, webhooks, and connectors, and you reason rigorously about reliability, latency, cost, and access controls

A pattern-setter and force multiplier —you've defined how teams build, mentored other engineers, and raised the technical bar for an org, not just your own output

A strong communicator —you can sit with non-technical users, translate their problems into software, and teach them to build for themselves

Low ego, high agency —you see inefficiency, build the fix, and bring people along with you

Whatnot is proud to be an Equal Opportunity Employer. We value diversity, and we do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, parental status, disability status, or any other status protected by local law. We believe that our work is better and our company culture is improved when we encourage, support, and respect the different skills and experiences represented within our workforce.