Head of Sales

About Outpost

What if going global was as simple as going local?

Outpost is building the AI global trade engine. The accumulated knowledge of every rule you'd need to sell internationally, turned into infrastructure. Tell us what you're selling. We'll tell you how to sell it everywhere.

We operate as Merchant of Record or Tax of Record across 58+ tax jurisdictions. Full liability transfer, or just the tax layer. We do the analysis, we handle the setup, we absorb the liability.

Sell anything, anywhere. Without compromise.

The Role

This is a Head of Sales role for someone who wants to build a sales function from scratch at a category-defining fintech.

You’ll report directly to the CEO and take over a founder-led sales motion. That means closing deals yourself while building the team and playbook to scale. You’ll own new business globally: direct sales to merchants, PSP partnerships...