Head of Sales

Better Tomorrow Ventures

Greater London

On-site

GBP 80,000 - 120,000

Full time

14 days+

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Benefits offered by this job

Equity and salary in a well-funded startup

Direct access to the CEO and founding team

Opportunity to impact global commerce

Job summary

AngelList Venture is seeking a Head of Sales to build a sales function at a cutting-edge fintech. You’ll report to the CEO, take over founder-led sales, and navigate complex deals to own new business globally.

The ideal candidate has experience in B2B fintech, a strong understanding of payments and compliance, and the ability to develop a scalable sales process. This role offers a unique opportunity to shape commercial strategy in a dynamic environment.

Qualifications

Experience leading sales in a B2B fintech, payments, or e-commerce infrastructure.
Proven track record in building and scaling sales teams.
Ability to manage complex deals with multiple stakeholders.

Responsibilities

Own new business globally by closing deals and building the sales team.
Design the sales process and infrastructure for scalable sales.
Manage relationships with PSPs and grow revenue through channels.

Skills

Sales leadership

B2B fintech experience

Complex deal closure

Pipeline building

Job description

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, and B2B2C channels.

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 navigate both.

This is a player‑coach role. You’ll carry a bag, close deals, and build pipeline. Inbound and outbound. You’re used to making your own leads, not waiting for them. At the same time, you’ll build the sales infrastructure: process, hiring, comp, tooling, and eventually a team.

What You’ll Get

Yes, the work is intense. But in return, you’ll own sales at a company with real product‑market fit, strong funding, and a massive market.

You’ll work directly with the CEO, shape the commercial strategy, and build the revenue engine from the ground up. If you want to define how a company scales, this is the seat.

What You’ll Do

Close Deals

Take over founder‑led sales and own the pipeline
Run full‑cycle sales from prospecting to close
Build and manage your own pipeline. Inbound and outbound
Navigate complex deals with multiple stakeholders

Build the Function

Design the sales process, playbook, and tooling
Hire and develop the sales team as we scale
Build comp structures and performance frameworks
Create the infrastructure for repeatable, scalable sales

Partnerships & Channels

Own PSP relationships and drive revenue through payment partners
Build B2B2B channels where Outpost is embedded in partner platforms
Identify and develop new partnership opportunities

New Business

Focus on landing new logos globally
Understand buyer pain points across tax, payments, and compliance
Position Outpost against alternatives and win competitive deals

Example Projects

Close the next 10 enterprise deals and build the playbook from what works
Build an outbound motion targeting e‑commerce platforms expanding internationally
Develop a PSP partnership that drives consistent deal flow
Hire and onboard the first two sales reps
Create the sales process documentation and CRM structure
Negotiate a B2B2B deal where Outpost powers a platform's cross‑border capability
Build the business case framework that helps buyers get internal sign‑off

What We’re Looking For

Ideal background

Sales leadership at a B2B fintech, payments company, or e‑commerce infrastructure platform
Built and scaled sales teams before
Experience with PSP, payments, or platform partnerships
Closed complex deals with long sales cycles and multiple stakeholders
Bonus: sold MoR, tax, or compliance products

Signals we care about

You’ve built pipeline yourself. Inbound and outbound. You don't wait for leads
You can close deals and coach others to do the same
You’ve built sales process and infrastructure, not just inherited it
You understand fintech buyers: their pain points, objections, and decision‑making
You’re comfortable with ambiguity. This is building, not optimising
You want to own the number and the function
Bias for action. You sell, you learn, you iterate

What this role is not

Not a pure management role. You’ll carry a bag
Not someone who needs a big team or mature process to be effective
Not a sales leader who only works inbound
Not someone who waits to be told what to do

Why This Role Is Different

Most Head of Sales roles are about scaling an existing machine. This role is about building it.

You’ll take over founder‑led sales and turn it into a repeatable function. You’ll close deals, build partnerships, and hire the team. You’ll shape how Outpost grows commercially.

If you want to own sales at a company solving a hard problem with real traction, 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