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[Remote] AI Tooling Engineer

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Whatnot is the largest livestream shopping platform in North America and Europe, and they are seeking an AI Tooling Engineer to build internal tools and workflows that leverage AI across the organization. The role involves collaborating with various teams to identify problems and deliver working prototypes quickly, while also establishing reusable patterns and integrating AI tools with existing systems.

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—going from a vague problem to a working tool in days, then iterating with users toward production quality
  • Define the reusable patterns the org builds on, including reference architectures, internal libraries, MCPs, and skills/plugins that let others move faster and safer
  • 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

Skills

  • Proficient in building internal tools, prototypes, and business workflows that leverage AI
  • Experience in shipping a high volume of apps and prototypes quickly
  • Ability to identify high-leverage problems across the company and drive solutions from prototype to production
  • Experience in defining reusable patterns and infrastructure for building with AI
  • Ability to integrate AI tools with internal systems and data sources via APIs and event-driven workflows
  • Experience in evaluating and bringing in new AI models, tools, and patterns
  • Deep applied-AI fluency with hands-on experience in building with LLM products and popular agent frameworks
  • Experience in systems integration, connecting AI to real data and tools through APIs and webhooks
  • Strong communication skills to translate non-technical user problems into software solutions
  • Ability to mentor other engineers and raise the technical bar for the organization
  • Demonstrated ability to work collaboratively with non-technical users and teach them to build for themselves
  • Low ego and high agency, with a proactive approach to solving inefficiencies

Benefits

  • Generous Holiday and Time off Policy
  • Health Insurance options including Medical, Dental, Vision
  • Work From Home Support
  • Home office setup allowance
  • Monthly allowance for cell phone and internet
  • Monthly allowance for wellness
  • Annual allowance towards Childcare
  • Lifetime benefit for family planning, such as adoption or fertility expenses
  • Retirement; 401k offering for Traditional and Roth accounts in the US (employer match up to 4% of base salary) and Pension plans internationally
  • Monthly allowance to dogfood the app
  • Parental Leave
  • 16 weeks of paid parental leave + one month gradual return to work company leave allowances run concurrently with country leave requirements which take precedence.

Company Overview

  • Whatnot is a live shopping marketplace that connects buyers and sellers through interactive livestreams, auctions, and online storefronts. It was founded in 2019, and is headquartered in Los Angeles, California, USA, with a workforce of 1001-5000 employees. Its website is https://www.whatnot.com.
  • Company H1B Sponsorship

  • Whatnot has a track record of offering H1B sponsorships, with 16 in 2026, 34 in 2025, 20 in 2024, 18 in 2023, 10 in 2022. Please note that this does not guarantee sponsorship for this specific role.
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