VP Product and Design

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

Product and design are tightly intertwined at Fleek and this VP will oversee the both functions managing a team of approximately 10 people.

This is a cross-functional leadership role, requiring close collaboration across the business including demand, supply, operations, and finance, with a particular emphasis on partnership with engineering to deliver product outcomes at speed.

This role reports directly to Sanket Agarwal, Co-Founder of Fleek, and will sit on the company’s senior leadership team

What you’ll Own

Lead Fleek’s end-to-end product strategy, roadmap, and execution across product management and design, while building and scaling a high-performing product organization that fosters strong collaboration and clear ownership.

Lead a high-performing design team, setting a clear vision, establishing best practices, and fostering a culture of and user-centered decision-making.

Drive an experimentation-led culture with rapid iteration, agility, and customer-centric decision making

Work closely with engineering for fast, high-quality delivery of product initiatives

Work cross-functionally with teams across demand, supply, operations, and finance to align product priorities with business goals

Establish clear product processes, metrics, and feedback loops to support scale and consistent execution

Help shape Fleek’s long-term vision as an AI-native marketplace

Who We’re Looking For

Proven experience leading product and design teams in high-growth, scaling environments

Comfort operating in a fast-paced, experimentation-driven culture with frequent iteration

Exceptional communication and stakeholder management skills across technical and commercial teams

Deep experience partnering closely with Engineering to deliver complex product roadmaps

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, approaches, and market changes

Hungry and ambitious: you're driven to stay relevant and push boundaries

Change agent: you've driven transformation in previous organi