VP Engineering and Data

Can you help us fix the world’s most broken supply chain?

The fashion industry produces over 100 billion garments a year. 60% end up in landfill — not because people don’t want these clothes, but because the supply chain for getting secondhand fashion from donation to resale is completely offline, manual, and broken.

Fleek is fixing this. Our mission is to make secondhand the first choice. We’re building the infrastructure powering the global secondhand clothing trade — through a B2B marketplace and the AI systems digitising the supply chain behind it.

Through Fleek, vintage stores, online resellers, and retail buyers source graded secondhand inventory directly from wholesalers and rag houses across multiple countries. Our key enabler is FleekSort — an AI model fine-tuned on secondhand fashion — that can grade, price, and categorise items with just a photo, turning what has historically been an opaque and manual trade into a structured, searchable, and tradable global inventory layer.

Since 2022, we’ve saved 9 million items from landfill and tripled in size year-on-year. We’ve raised ~$50M from a16z, Y Combinator, Burda Principal Investments, HV Capital, and others, and have recently closed our Series B. Our advisors and private investors include operators behind Depop, Shopify, and Postmates.

Today, we serve thousands of resellers and retailers across the UK, Europe, and the US. With the secondhand fashion market projected to reach $350B by 2027, Fleek is building the AI-native operational and financial backbone for secondhand commerce globally.

We’re looking for people who want to build something that matters — and move fast doing it. Sound good? Keep reading.

About the Role

To support our next stage of expansion, Fleek is seeking an experienced and ambitiousVP Engineering to lead and scale its Engineering organisation. The VP of Engineering will oversee a fast-growing engineering team, soon to be approximately 30 engineers, distributed across London and India, as well as manage Fleek’s Data team, which is currently a team of four.

This is a senior leadership position reporting directly to Sanket Agarwal, Co-Founder ofFleek, and will play a critical role in shaping the company’s technical direction, culture,and execution as Fleek scales.

What you’ll Own

Lead delivery of Fleek’s AI initiatives, which sit at the heart of the company’s product and long-term strategy

Foster a culture of experimentation, agility, and hustle, encouraging rapid iteration and high ownership across teams

Build and evolve the engineering organisation structure, ensuring scalability as the company grows

Continue expanding the Engineering team, with the majority of hiring based in London

Own the Data function as it grows alongside the broader Engineering organisation.

Serve as a hands-on technical leader, able to build credibility quickly with engineers and guide architecture and execution

Attract, hire, and retain exceptional “A-class” talent, acting as a true talent magnet for the organisation

Partner closely with product and business leadership to ensure engineering teams are deeply aligned with company outcomes

Who We’re Looking For

Experience leading engineering teams in high-growth, scaling environments

A background that began as a back-end engineer, with strong technical foundations

Proven ability to build engineering teams that are both product-focused and business-oriented

Previous experience overseeing data and managing data scientists

Experience working with or building AI-driven products

Strong leadership presence, with a track record of inspiring high-performing, fast-moving teams

Previous entrepreneurial experience in an ambitious tech-driven scale-up, or as a founder, would be advantageous

Experience in an international marketplace business is a strong plus for this role

Deeply analytical: data-driven decision making is second nature

Insatiably curious: you're constantly learning about new tools, appr