Head of Operations

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About the role

🌍 About Outpost Global expansion is broken. Without a local entity, conversion rates fall, costs rise, and compliance gets messy. Outpost fixes it. Selling internationally is a maze of tax, payments, and operational friction. Most brands avoid it or expand slowly and expensively. Outpost is your modular back office for global commerce. Pick only what you need — tax, payments, treasury, or operations — and unlock new markets without the overhead. Sometimes we act as Merchant of Record, taking on tax and compliance risk. Other times, we give you the tools to do it yourself. We operate across 58+ tax jurisdictions for digital and physical goods. That means we own the full stack — payments, tax, compliance, treasury, and merchant experience. Sell anything, anywhere. Without compromise. 🧠 The Role We're looking for our Head of Operations: the person who owns how Outpost actually runs. Today, operations at Outpost is a set of processes held together by a small group of very good people. Merchant onboarding, KYC/KYB, market launches, tax registrations, payouts, treasury approvals, chargebacks, merchant support — it all works, but it works because people push it. Your job is to turn that into a machine. This is a hands-on leadership role, not a management layer. You'll own the operational stack end to end: onboarding and activation, merchant operations, payments and treasury ops, compliance monitoring, and new market launches. You'll design the processes, build the tooling requirements with engineering, write the playbooks, and then run them yourself until they're good enough to hand over. You'll hire and grow a small team behind you, but for the first stretch you are the team. If your instinct when something breaks is to open the dashboard and fix it rather than schedule a meeting about it, you'll do well here. You'll work directly with the CEO and founding team, and you'll have a real say in what Outpost builds — operations is the sharpest source of product signal we have. 🧗 What You'll Get Yes, the work is intense. But in return, you'll get scope and exposure most people wait 10–20 years to access. You'll own a core function of a company solving one of the hardest problems in global commerce, work with senior stakeholders across PSPs, banks, tax authorities and merchants, and build a team from scratch. We won't handhold, but we'll coach you hard. 🧩 What You'll Do Own the operational stack • Own merchant onboarding end to end: applications, KYC/KYB, risk review, activation, time-to-live • Run merchant operations day to day — support escalations, payouts, settlements, disputes • Own treasury operations: proceeds requests, money movement, reserves, reconciliation • Monitor merchant risk and compliance thresholds (chargebacks, fraud, refunds) and act before they become losses • Own payment operations alongside engineering: auth rates, routing, decline recovery, chargeback and fraud strategy Build the system, not just the output • Turn manual processes into documented, repeatable, measurable playbooks • Define the operational metrics that matter and build the reporting so the company can see them • Work with engineering to spec and prioritise internal tooling — you are the customer for our internal ops platform • Kill work: automate, template, or delete anything that doesn't need a human • Make Outpost able to double merchant volume without doubling ops headcount Launch and scale • Launch new markets with full legal, tax, payments, and operational setup • Onboard new PSPs, banking partners, and local acquiring in new geographies • Build the operational side of new products and merchant segments before they go live • Feed market and merchant reality back into the product roadmap Lead • Hire, onboard, and grow a sma

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