Outpost

The founder and CEO, Will Mahon-Heap, previously led international expansion at Revolut and served as Chief Business Officer at Wayflyer. His background in navigating global market rollouts and licensing applications informs Outpost's mission to simplify international trade for other merchants. The company was established to address the increasing complexities of cross-border commerce, such as fragmented regulations, shifting tariffs, and diverse tax jurisdictions.

Outpost has developed a proprietary AI engine trained on millions of pages of trade regulations. This system monitors over 20,000 tax rates and automatically applies the correct tax treatment and customs classification for each transaction. By establishing dedicated local entities for each merchant, Outpost enables access to domestic payment methods and acquiring, which can lead to higher payment approval rates and lower processing costs. This approach avoids the risks of pooling multiple merchants under one entity. The company takes on full liability for VAT, GST, and sales tax compliance, including filing, audits, and any potential penalties.

The company serves a range of clients, including subscription platforms, consumer software companies, and cross-border e-commerce brands across Europe, North America, Latin America, and Asia. Outpost secured $17.5 million in a Series A funding round in March 2026, led by Ribbit Capital, with participation from existing investor Better Tomorrow Ventures and angel investors from companies like Revolut, Uber, and Checkout.com. This followed a $3 million seed round less than a year prior. The capital is intended to accelerate product development, expand jurisdictional coverage, and grow the team.