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Senior Backend Software Engineer at Fleek

Join an a16z and YC-backed startup that is fixing the world's most broken supply chain by digitizing the $350B secondhand fashion market. Working directly under a CTO from Google and Postmates, you'll build the AI-native backbone for a platform that has already saved 9 million items from landfills and is tripling in size annually. This is a rare opportunity for a Senior Backend Engineer to own the entire ecommerce journey—from discovery to global payments—while integrating proprietary AI models into a high-scale B2B marketplace.

About this role

Role overview

You will join the Growth squad to build the transaction layer for the world’s first digital supply chain for secondhand fashion. Reporting to the CTO (ex-Google, Postmates), you will integrate fine-tuned AI models into a B2B marketplace handling 500,000+ items monthly, turning manual trades into a structured, searchable global inventory layer.

About the company

Technology100 employees

Fleek is a global online marketplace specializing in wholesale second-hand fashion. The platform connects retailers and resellers with verified vintage wholesalers around the world, making it easier to source high-quality used clothing in bulk. Fleek addresses the fragmented and often offline supply chain of vintage apparel by providing a transparent, secure, and scalable solution for both buyers and sellers. Founded in 2021, Fleek serves thousands of resellers and retailers in over 70 countries, moving millions of vintage clothing items from a vast network of wholesale suppliers. The company is backed by prominent investors, including Y Combinator, and has raised significant funding to expand its market reach and technical capabilities.

What you'll do

What you will do

  • Architect and scale backend systems in Node.js and TypeScript to handle the transition from 500k to millions of unique items per month.
  • Own the end-to-end ecommerce journey, including discovery, search, checkout, and complex international payment and credit systems.
  • Collaborate with AI and data teams to bridge the gap between classification engines and the core marketplace product experience.

Who you are

Who this is a fit for

  • 6–10 years of professional backend experience with strong fundamentals in system design and API architecture at high-growth consumer or marketplace companies.
  • Proven product engineering mindset with a history of shipping end-to-end features in fast-paced, ambiguous startup environments.
  • AI-forward builder who uses tools like Cursor or Copilot as a force multiplier and has experience deploying AI capabilities at scale.

Why this role

Why this role is remarkable

  • Work at the intersection of circular economy and proprietary AI, using a fine-tuned model (not a GPT wrapper) to digitize a $350B industry that has never had technology.
  • Massive financial backing with ~$50M raised from elite investors including a16z, Y Combinator, and HV Capital, plus advisors from Depop and Shopify.
  • High-velocity environment where you will see immediate impact, helping save millions of garments from landfills while the company triples in size year-on-year.

Jack & Jill

How Jack & Jill work together

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Jill
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