Head of Operations

Outpost Technologies, Inc.; Greater London; On-site; GBP 140,000 - 190,000; Full time

Job summary

Outpost Technologies, Inc. is seeking a Head of Operations to own the end-to-end operational stack, from onboarding and activation to treasury, compliance, and market launches. This hands-on leadership role requires building playbooks, tooling with engineering, and running the ops function until scalable.

You'll hire and grow a small team, set standards, and partner with the CEO and founding team to shape the product roadmap through operational insight.

Qualifications

• 6-10 years in operations at high-growth fintech, payments, or e-commerce infrastructure.
• Hands-on leadership with ability to build and scale teams.
• Experience with merchant onboarding, KYC/KYB, tax, payments, and treasury.
• Strong operational design, playbooks, and tooling collaboration with engineering.

Responsibilities

• Own the operational stack from onboarding to treasury operations and market launches.
• Develop and run merchant operations, risk reviews, payouts, settlements and support.
• Build and own the treasury operations including proceeds requests, money movement, and reconciliation.
• Define operational metrics and reporting; turn manual processes into repeatable playbooks.

Skills

Operations leadership

Fintech/payments experience

Team building

Process design

KYC/KYB knowledge

Job description

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 small operations team


• Set standards: what good looks like, how fast we respond, what we never get wrong


• Be the operational voice in company planning - what we can support, when, and at what cost

Example Projects

• Redesign merchant onboarding to cut time-to-live by 50% without weakening KYB


• Build the operational launch playbook for three new markets and run the first one yourself


• Debug delays in payouts and fix them across engineering, ops, compliance, and PSPs


• Design reserve and settlement logic for a new merchant segment and implement it


• Build the ops metrics dashboard: onboarding funnel, time-to-live, ticket volume, payout SLA, chargeback rate


• Cut chargeback rate through better fraud tooling and merchant policy


• Spec the next version of our internal ops tooling with engineering and ship it


• Write the merchant VAT compliance playbook across EU markets with the tax team


• Hire and onboard the first two operations analysts and get them productive in 30 days

What We're Looking For

Ideal background: 6-10 years in operations at high-growth fintech, payments, or e-commerce infrastructure (Revolut, Stripe, Adyen, Wise, Mollie, Airwallex, Chec