Sales / Go to Market

Sales / Go to Market

🌍 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 Sales / Go to Market role for someone who wants to close deals, build pipeline, and help shape how Outpost sells.

You'll report directly to the CEO and own full-cycle sales. Prospecting, qualifying, closing. Inbound and outbound. You'll sell directly to merchants expanding internationally and help develop B2B2B channels where Outpost powers partner platforms.

This isn't a pure sales role. You'll also help build the GTM engine: refining pitch decks, shaping positioning, creating materials that help close deals. You'll work across sales and product marketing because that's how early-stage companies work.

We sell to companies that want to expand internationally without the pain. Tax, payments, compliance, liability. The problem is complex, the buyers are sophisticated, and the deals require someone who can learn fast and communicate clearly.

🧗 What You'll Get

Yes, the work is intense. But in return, you'll get exposure most people wait years to access.

You'll work directly with the CEO, close deals that shape the company's trajectory, and help build the commercial playbook from the ground up. If you want to grow fast in a high-ownership environment, this is the role.

🧩 What You'll Do

Close Deals

Own full-cycle sales from prospecting to close

Build and manage your own pipeline. Inbound and outbound

Run discovery calls, demos, and negotiations

Navigate deals with multiple stakeholders and complex requirements

Build Pipeline

Generate your own leads through outbound prospecting

Work inbound leads and convert interest into pipeline

Identify target accounts and build account-based plays

Develop B2B2B opportunities where Outpost is embedded in partner platforms

Shape GTM

Help refine pitch decks and sales materials based on what works in the field

Contribute to positioning and messaging as you learn what resonates

Build case studies and proof points from closed deals

Feed insights back to product and marketing

💥 Example Projects

Close your first 10 deals and document what worked

Build an outbound sequence targeting e-commerce brands expanding to Europe

Refine the pitch deck based on objections you're hearing in calls

Develop a B2B2B partnership with a platform that serves your target segment

Create a one-pager for a specific vertical or use case

Turn a successful deal into a case study that helps close the next one

Identify a new segment and build the business case to go after it

🧱 What We're Looking For

Ideal background:

Sales at a B2B fintech, payments company, or e-commerce infrastructure platform

Full-cycle sales experience. Prospecting through close

Experience generating your own pipeline. Inbound and outbound

Bonus: sold MoR, tax, compliance, or cross-border products

Signals we care about:

You've built pipeline yourself. You don't wait for leads

You can run a sales process and close deals independently

You're curious about the product and want to understand how it works

You can communicate complex ideas simply

You're comfortable with ambiguity. Early-stage means figuring things out

You want to do more than just sell. You want to shape how we sell

Bias for action. You move fast and learn by doing

What this role is not:

Not a role where you wait for inbound leads

Not pure sales without touching GTM materials

Not someone who needs a defined playbook to be effective

Not someone who waits to be told what to do

🚀 Why This Role Is Different

Most early sales roles are about executing someone else's playbook. This role is about helping write it.

You'll close deals, build pipeline, and shape how Outpost goes to market. You'll work directly with the CEO and have real influence on commercial strategy.

If you want to grow fast at a company solving a hard problem with real momentum, this is it.

🦾 Outpost Team

Our team were leaders at Revolut, Airwallex, Adyen and Wayflyer, and we're backed by top-tier investors who have built or backed some of the world's leading fintechs.

🧾 What We Offer

Equity and salary in a well-funded startup

Ability to own your work and move fast

Direct access to the CEO and founding team

A global mission with real impact

Low politics, high output

A culture of builders, not talkers

🧭 Working Style

We work together in person in London. We believe the hardest problems are solved in the room.

🌎 Learn More

[email protected]

Outpost Culture: https://www.notion.so/Outpost-Culture-18aa047bb9af800b8f6ff5f5c83174b1 Outpost founder: http://www.littlegoatlabs.com/

Outpost is where the hard problems are. If you want to close deals and build the GTM engine for global commerce infrastructure, we'd love to hear from you.