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Outpost Technologies

AI-powered cross-border commerce MoR/ToR platform

Risk Manager

Full-Time
No salary listed
Senior
Bachelor's
London, UK
In PersonWork in person in London or Amsterdam 4–5 days per week.
Risk & ComplianceRegulatory Compliance & Ethics, Financial Crime & AML

About the job

Requirements
  • Five to seven years of experience in risk, compliance, or financial crime at a payments company or fintech.
  • A degree in STEM, economics, or a similar field, or demonstrable data science skills.
  • Payments or fintech experience is mandatory.
  • Proficiency in SQL and at least one programming language, such as Python or R, for data analysis.
  • Experience in first line of defence, having owned risk rather than only overseen it.
Responsibilities
  • Build Outpost's risk management framework from scratch, including policies, procedures, controls, and governance.
  • Identify, assess, document, and monitor risks across payments, tax, financial crime, and operations.
  • Set risk appetite and tolerance levels in partnership with the CEO and founding team.
  • Work with Product and Engineering to embed risk thinking into new product launches and market expansions.
  • Conduct pre-launch risk assessments for new products, markets, and banking partnerships.
  • Design practical and effective controls that protect the business without slowing it down.
  • Stay ahead of regulatory changes across payments, Merchant of Record, tax, and financial crime in key markets.
  • Translate complex regulatory requirements into actionable guidance for product and operations teams.
  • Represent Outpost in discussions with regulators, banking partners, and payment processors.
  • Build relationships with external stakeholders and maintain regulatory credibility.
  • Design and implement anti-money laundering and fraud controls across 58+ jurisdictions.
  • Monitor transaction patterns, investigate suspicious activity, and manage incident response.
  • Own the control environment for payments, settlements, and treasury operations.
  • Work with Operations to identify and remediate operational risk gaps.
  • Develop Key Risk Indicators and Management Information to track risk exposure in real time.
  • Implement risk incident management processes for logging, investigating, and remediating issues.
  • Create training and enablement materials so the team understands its risk responsibilities.
  • Build scalable systems and processes that grow with the business.
  • Conduct risk assessments for launching in new European Union markets and design compliance playbooks.
  • Improve anti-money laundering transaction-monitoring rules to identify fraud while reducing false positives.
  • Work with Engineering to build automated controls for payment routing and settlement risk.
  • Analyse payment data to identify risk drivers and build mitigation strategies.
  • Create a quantitative risk-scoring model for new market launches based on regulatory complexity, fraud rates, and operational readiness.
  • Build automated Key Risk Indicator dashboards that alert on risk-threshold breaches.
  • Build a data pipeline that aggregates risk signals from payments, tax, and operations into a unified view.
Desired Qualifications
  • Merchant of Record, marketplace, or cross-border payments experience.
  • Experience working in a regulated environment with direct regulator or banking partner interaction.
  • Experience building risk models, monitoring systems, or fraud detection algorithms.
  • Machine learning or statistical modelling experience applied to risk or fraud.

About the company

Outpost Technologies runs an AI-powered platform for cross-border commerce that acts as the Merchant of Record and Tax of Record for clients. It creates dedicated local entities in each market to handle local payments and acquiring, while Outpost assumes full tax and regulatory liability and compliance. The platform uses an AI engine trained on trade regulations to apply correct tax treatment and customs classification for every transaction, covering VAT, GST, and sales tax filings and audits. The goal is to simplify international trade for merchants by providing end-to-end compliance, payments, and regulatory liability through a single platform.

Company Size

11-50

Company Stage

Series A

Total Funding

$17.5M

Headquarters

London, United Kingdom

Founded

2024

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Simplify's Take

What believers are saying

  • March 2026 funding targets jurisdiction expansion, product development, and headcount growth across Europe and Asia.
  • Outpost’s local-entity payments reportedly improve approval rates about 10% versus cross-border cards.
  • Tariffs, de minimis changes, and OECD reporting rules keep merchant compliance demand rising through 2027.

What critics are saying

  • Paddle, FastSpring, and Global-e already sell similar merchant-of-record compliance bundles in 2026.
  • September 2026 hiring for Head of Sales, RevOps, and Payments signals early commercial buildout.
  • A single VAT audit or licensing challenge in 2027 can cripple Outpost’s liability-heavy model.

What makes Outpost Technologies unique

  • Will Mahon-Heap brought Revolut expansion playbooks and Wayflyer deal experience to Outpost, 2021.
  • March 2026 Ribbit-led $17.5 million Series A backs the MoR and ToR full-liability model.
  • Outpost’s AI monitors 20,000 tax rates, auto-classifies customs, and routes local acquiring.

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Benefits

  • Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-7%

1 year growth

-7%

2 year growth

-7%
Tech Funding News
Mar 10th, 2026
Outpost raises $17.5M to make international selling 'as easy as domestic' amid tariffs — TFN

Outpost raises $17.5M Series A led by Ribbit Capital to simplify cross-border commerce with AI tax compliance and local payment entities. Ex-Revolut exec's platform serves EU, LATAM, NA, Asia merchants

Vestbee
Mar 10th, 2026
Outpost secures $17.5M Series A to power global payments and tax compliance

Outpost secures $17.5M Series A to power global payments and tax compliance. London- and New York-based startup Outpost, which develops software to help businesses manage payments, taxes and compliance when selling across borders, has raised $17.5 million in a Series A funding round led by Ribbit Capital, as Vestbee was told. * Launched in 2023 by Will Mahon-Heap, Outpost develops software that handles payments, tax compliance, and legal liability for companies selling digital products and services across borders. The platform acts as a "merchant of record," meaning it processes payments through its own local entities in different countries while taking responsibility for taxes such as VAT, GST, and sales tax. * According to the startup, its system monitors more than 20,000 indirect tax jurisdictions and applies the correct tax treatment and customs classification automatically for each transaction. The company says routing payments through local acquiring infrastructure can increase approval rates by about 10% and reduce processing costs compared with traditional cross-border card transactions. * Outpost reports that its tools are already used by merchants operating across Europe, North America, Latin America, and Asia, including subscription platforms, software companies, and cross-border e-commerce businesses that accept payments in dozens of markets and more than 100 countries. Details of the deal. * The Series A round was led by Ribbit Capital, with support from existing investor Better Tomorrow Ventures and angel investors including executives from Revolut, Uber, Affirm, Airwallex, and Checkout.com. "Outpost's rapid growth is a testament to the world-class team they have assembled and their ability to absolve merchants of operational complexity. While other players are building incremental tools, Outpost has attacked the problem with a full stack model that other providers simply can't match. We are incredibly excited to continue supporting Outpost as they coordinate the economic, administrative and regulatory rails that redefine global trade," claims Nihar Bobba, Partner at Better Tomorrow Ventures. * Outpost plans to use the new funding to accelerate product development, expand its coverage into more global jurisdictions, and increase headcount as demand for cross-border commerce infrastructure grows. The company aims to further develop its AI-powered platform while scaling operations to support more merchants selling across Europe, North America, Latin America, and Asia.