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.

About the Role

Product and design are tightly intertwined at Fleek and this VP will oversee 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 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 organizations.
• Hands‑on: you’re not afraid to roll up your sleeves and do the work yourself.

How We Work

Fleek is an in‑office company. We believe the best work happens when people are together — the quick decisions, the cross‑functional energy, the ability to solve problems in real time. Most of the team works from our London HQ 3–4 days a week. We’re not prescriptive about it. Performance and trust matter more than attendance. For your first six months, we’ll ask you to prioritise being in the office — to learn the business, build relationships, and get up to speed. After that, you’ll have genuine flexibility to manage your own time. We hire adults and treat them accordingly.

The Practicalities

• Location: London HQ — Heneage Street, E1 (Shoreditch / Aldgate East)
• Work model: In‑office, typically 3–4 days per week. Full‑time in the office for your first six months, then genuine flexibility earned through trust and performance.
• Stage: Post‑Series B, hyper‑growth
• Team: 100+ across London, India, and Pakistan (~20 in London office)
• Visa: Unable to sponsor visas for this role
• Culture: High ownership, non‑hierarchical, fast‑moving. Founder‑led with strong opinions loosely held.

Our Values

• Dream Big and Disrupt Yourself: Push the most ambitious version of what you’re building. Step out of your comfort zone. Nothing is out of reach.
• Absolute Ownership: The buck stops with you. Drive initiatives to completion. Experiment, learn, persevere. The job isn’t done until the job is done.
• Curiosity Leads the Way: Don’t accept anything at face value. Ask questions you don’t know the answer to. That’s how you innovate.
• Talk to the Customer: Deeply understand their challenges, motivations, and ambitions. Every decision starts with the customer at the centre.
• Embrace Diversity: A global team building for a global supply chain. Bring your authentic self and embrace the diversity of everyone you encounter.