Head of Sales

Build the team

• Coach and develop a lean sales team.
• Determine when additional sales capacity is actually needed.
• Recruit a small number of exceptional sellers rather than building ahead of demand.
• Establish expectations, compensation, territories, and operating cadence.
• Stay directly involved in selling even as the team grows.

We expect the sales organization to remain lean by design.

What we're looking for

We're less interested in a specific title than evidence that you can both sell and build.

You are likely someone who:

• Has consistently been a top enterprise seller.
• Has personally closed complex six- and seven-figure B2B deals.
• Has experience creating pipeline rather than relying entirely on inbound demand.
• Knows how to navigate large organizations with multiple stakeholders and long sales cycles.
• Is comfortable hiring slowly and maintaining a high talent bar.
• Is rigorous about pipeline and forecasting without introducing unnecessary bureaucracy.
• Wants to remain close to customers and deals rather than becoming a full-time manager.

Experience selling into payments, fintech, fraud, risk, identity, compliance, financial services, or enterprise data is particularly valuable.

What success looks like

First 30 days

• Develop a deep understanding of TrueBiz, our customers, existing pipeline, and current sales playbook.
• Join active opportunities and begin taking ownership of deal strategy.
• Build account plans for our highest-priority prospects.
• Understand what has driven our largest wins so far and where our current process breaks down.
• Develop a strong working cadence with the CEO and existing AE.

First 90 days

• Personally own and advance a meaningful pipeline of strategic opportunities.
• Improve our sales playbook based on firsthand experience selling the product.
• Put in place a simple, reliable qualification and forecasting process.
• Establish a repeatable approach to penetrating our highest-value target accounts.
• Coach the existing AE and create clear standards for how we sell.
• Define what the next 1–2 sales hires should look like and when we should make them.

Over the following 12 months

• Become a major individual contributor to new revenue.
• Build a small team of exceptional enterprise sellers around you.
• Create a sales motion that generates predictable pipeline and closes large accounts without depending entirely on the CEO.
• Maintain a high revenue-per-salesperson culture as the company grows.

How we work

TrueBiz is an intentionally lean and experienced team.

You'll have direct access to the CEO, product, and engineering team. Decisions happen quickly, and there are very few layers.

That also means there won't be a large organization around you to solve problems. We expect you to identify what needs to happen and make it happen.

For the right person, that's the opportunity: take a sales motion that has already produced major enterprise customers, improve it through your own selling, and build the small team that can take it much further.

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.