GTM Engineer

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

You'll join our GTM Acquisition team (new business) as our first GTM Engineer, reporting to our GTM lead. Your job is to build and scale the infrastructure we use to acquire the two kinds of customer we serve: online resellers (Depop, Vinted, Whatnot, eBay, Instagram shops) and physical vintage shops, from Brick Lane to Paris to New York.

Today, acquisition is manual and unscalable. This role exists to fix that. You'll build the custom tooling that turns one-off outreach into a repeatable engine: lead scraping, enrichment, outreach automation, sequencing, lead scoring, and honest funnel tracking, connected into our commercial operating system and the handoff to account management. The target is not incremental: we want this engine to take us to 500+ reseller closures.

This is a hybrid role for a rare profile: part sales engineer, part AI/automation builder. You take a problem, build something repeatable that handles it, ideally something an agent could run, then move on, rather than doing the same thing by hand every week.

What You'll Do

• Build the acquisition engine: design and ship the end-to-end system that sources, enriches, qualifies, and contacts prospects across both customer segments, replacing manual prospecting with repeatable infrastructure.

• Automate sourcing and enrichment: build scrapers and enrichment pipelines across eBay, Depop, Vinted, Whatnot, and Instagram that surface qualified prospects with real signals: item volume, platform, geo, estimated spend, and store maturity.

• Engineer outreach at scale: build multi-channel sequences (email, Instagram DM, WhatsApp, calls) that are personalised systematically by AI, not sprayed or hand-cranked, and designed around real constraints like Instagram's ~40 DMs per day cap.

• Own the funnel: model and instrument every stage from sourced to reachable to contacted to replied to qualified to booked, with honest conversion assumptions, and use the data to decide where the engine leaks and what to fix next.

• Design for two very different channels: online resellers are mostly Instagram-only, while physical shops have full contact details and can be grouped by city for visits. You'll build distinct playbooks for each and decide where AI does the work versus a person.

• Build agents, not processes: wherever a workflow repeats, turn it into something an agent can run: qualification against ICP signals, first-touch personalisation, reply handling, dedupe, and CRM hygiene.

• Scale without quality dropping: take the engine from 50 prospects to 30,000, choosing the channels and tooling that keep personalisation and targeting sharp as volume grows.

• Connect acquisition to the business: integrate the engine with our commercial operating system and the account management handoff, so closed customers land cleanly and nothing falls through the cracks.

What You Bring

• You've built these systems before. Scrapers, enrichment pipelines, outreach automation, lead scoring: you can point to acquisition or GTM tooling you've actually shipped and run, not just configured.

• An AI-first mindset. You use AI heavily and honestly across your work, can show the prompt or automation behind it, and know where it speeds you up and where it gets in the way.

• Commercial judgment. You think in ICPs, tiers, and funnels. You can define qualifying signals and disqualifiers, commit to a segment, and write copy that reads like a real operator.

• B2B GTM experience. You understand new business acquisition and have worked with or built enterprise GTM tooling: CRMs, sequencers, enrichment stacks.

• Independent problem solving. You take an ambiguous problem, make opinionated calls, and ship a working system without waiting for a spec. You're a builder, not a tool configurator.

• Funnel rigor. You track honest metrics, make sensible conversion assumptions, and know where your funnel leaks. One segment fully worked beats 500 sprayed contacts.

• A genuine excitement for building acquisition infrastructure from scratch in a category that didn't exist three years ago.

Nice to Have

• Experience selling to or building for marketplaces, resellers, or independent retail

• Founder or early-startup experience where you owned growth end to end

• Familiarity with the secondhand or vintage fashion world

• Experience running multi-channel outbound under platform constraints (DM caps, deliverability, warm-up)

What You'll Get

• Competitive salary plus performance bonus tied to qualified pipeline

• Generous equity: being on Fleek means you'll own a part of it

• Comprehensive healthcare coverage

• A collaborative team in a lovely office in the heart of East London

• Access to founders. We're a small team and they're heavily involved (and good fun!)

• Exclusive employee discounts to buy on Fleek

• Access to borrow any item from our collection of vintage and reworks in the office

• A disproportionate level of responsibility and the opportunity to drive massive impact

How We Work

High ownership, non-hierarchical, fast-moving. Founder-led with strong opinions loosely held. You'll work embedded with the GTM team, ship quickly, and see the impact of your work in the pipeline within days, not quarters.

The Practicalities

• Location: London HQ, E1, Spitalfields / Shoreditch

• Work model: In Person, with trust based flexibility

• Stage: Post-Series B, hyper-growth

• Team: 100+ across London, India, and Pakistan

• Culture: High ownership, non-hierarchical, fast-moving. Founder-led with strong opinions loosely held.

Success Metrics

• First 30 days: a working acquisition engine for one segment: sharp ICP, sourced and enriched target list, live sequences, and an instrumented funnel.

• 3 months: both segments (online resellers and physical shops) running on distinct playbooks, with the boring parts (sourcing, enrichment, dedupe, logging) fully automated.

• 6 months: the engine scaled toward tens of thousands of prospects without quality dropping, integrated with our commercial operating system and the AM handoff.

• 12 months: the engine is the backbone of new business at Fleek, on track to 500+ closures, with agents running the repeatable work and you focused on optimisation.

Our Values

Five values shape how we work at Fleek:

• 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.

Ready to build the infrastructure for the world's fastest-growing fashion economy? If you want to work on genuinely hard problems, with a world-class team, at a company that's tripling annually, we'd love to hear from you.