Head of Controllership

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, 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 We’re hiring a Controller to build the next layer of Fleek’s finance function. This is a senior individual contributor role sitting within Finance, focused on creating a scalable controllership foundation in a business that has grown fast and now needs stronger process, rhythm, and control. You’ll work closely with leadership and cross-functional teams to design how accounting should operate as Fleek scales. WHY THIS ROLE STANDS OUT At most companies, a Controller steps into an established finance function and improves it incrementally. At Fleek, you’ll be doing something much more interesting: building controllership in a company where the business has real scale and complexity, but parts of the accounting operating model still need to be designed from the ground up. In practice, that means you won’t just maintain processes, you’ll challenge them, rebuild them and create the operating cadence the company grows into. This role is especially compelling for someone who has seen what “good” looks like in a larger or more mature environment, but also knows how to operate in the messiness of an early-stage company. Some systems already exist here. Some may need to be rethought entirely. The opportunity is to bring judgment, structure, and momentum to help establish the finance discipline that underpins the next phase of Fleek’s growth. WHAT MAKES YOU A FLEEK CONTROLLER? - Builder Mentality: You don’t just inherit processes, you redesign them when they’re not fit for purpose. You’re excited by the idea of creating a controllership function, not just running one. - Comfortable with Ambiguity: You know how to operate when the company isn’t at zero-to-one, but the finance function partly is. Existing processes don’t intimidate you, even when they need to be torn down and rebuilt. - High Agency: You don’t wait for perfect alignment or clean inputs. You can drive an agenda, create momentum and push important operational changes through the organisation. - Influence Through Credibility: You can create buy-in outside finance, whether that’s around month-end discipline, information flows or better controls. People trust your judgment because it’s practical and grounded. - Scale-Informed: You’ve seen systems and accounting environments at scale, and you know how to apply that pattern recognition withou…