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AI Tooling Engineer

Whatnot· Engineering
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Hybrid (Remote (US))$200k - $260kFull-timePosted 4w ago

About the role

AI Engineer role focused on building internal AI tooling, prototypes, and business workflows to enable Whatnot teams to leverage AI. End-to-end ownership of ambiguous, cross-organizational bets, rapid prototyping, and production-grade tooling that scales and enables non-technical users.

Responsibilities

  • 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 — from vague problem to working tool in days and iterate with users toward production quality
  • Define the reusable patterns the org builds on, including reference architectures, internal libraries, MCPs, and skills/plugins
  • Embed directly with teams across CX, Trust & Safety, Ops, and GTM to find high-leverage problems, then build the solution alongside them
  • 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

Qualifications

  • A prolific builder with senior judgment
  • Deep applied-AI fluency — hands-on experience with current generation of LLM products (Anthropic, OpenAI, Google) and agent frameworks (Cowork, Glean, Dust, etc) and production patterns (prompt engineering, RAG, MCP, agents, evals)
  • Systems-integration chops — connecting AI to real data and tools via APIs, webhooks, connectors; reliability, latency, cost, and access controls
  • A pattern-setter and force multiplier — experience defining how teams build and mentoring engineers
  • A strong communicator — ability to translate non-technical problems into software and teach users to build for themselves
  • Low ego, high agency — ability to identify inefficiencies, build fixes, and bring people along

Skills

Required:AI tooling and integrationPrompt engineeringSystems integration

Benefits

  • Generous Holiday and Time off Policy
  • Health Insurance options including Medical, Dental, Vision
  • Work From Home Support
  • Care benefits
  • Retirement; 401k offering for Traditional and Roth accounts in the US (employer match up to 4%) and Pension plans internationally
  • Monthly allowance to dogfood the app
  • Parental Leave
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Whatnot

Whatnot is the largest livestream shopping platform in the U.S.

Whatnot is the largest livestream shopping platform in the U.S., connecting buyers and sellers in real-time across any category – from collectibles like trading cards to comics, fashion, sneakers, and more.

marketplacee-commerce
Company profileWebsite

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