Job Details

About us

TestBox was founded with a bold mission: to fundamentally transform how software is bought and sold.

Today, most enterprise software is still sold through static demos and slide decks. TestBox replaces that with real, interactive product experiences powered by synthetic data, intelligent orchestration, and our proprietary product graph. Instead of imagining how software might work, buyers can actually test it in realistic environments before they buy.

We've raised $27M in funding to date, with Airtree leading our Series A and participation from Skip Capital, Glitch Capital, K8, and SignalFire. This funding allows us to accelerate our vision of building the infrastructure that powers modern software transactions

To share more about the vision for TestBox and the product direction ahead, our CEO recently announced the Series A and several new product developments.

Watch the announcement here.

At TestBox, we're not just improving demos. We're creating the next generation platform for how software is evaluated, purchased, and implemented, enabling teams to move from first interaction to successful onboarding faster and with greater trust.

We're a fast-growing startup built by a team that values experimentation, velocity, and customer impact, and we're just getting started.

Who we are looking for

We're looking for a true enterprise hunter with 4–8 years of B2B SaaS closing experience who has built meaningful outbound pipelines and closed $100k+ ACV deals. You're comfortable multi-threading into complex organisations, running deep discovery that uncovers real business impact, and selling to both technical and commercial stakeholders. You thrive in early-stage environments, don't need a finished playbook, and want real ownership in shaping how a company scales.

You have

• 3+ years closing B2B SaaS deals
• Closed multiple $100k+ ACV enterprise contracts
• Built meaningful outbound pipeline yourself
• Sold to a VP of Sales, a CISO and a CFO in the same deal
• Experience quantifying business impact, not just running demos
• Comfortability operating without a finished playbook

Strong preference for:

• Series A–C startup experience
• DevTools, data, infrastructure or technically complex products

You will

You will own an enterprise outbound from zero.

That means:

• Identifying and mapping target accounts
• Multi-threading into complex buying committees
• Running deep discovery that uncovers real operational and financial pain
• Partnering with technical teams to build credible ROI narratives
• Closing 6-figure ACV enterprise deals
• Documenting what works so we can scale it

You will work directly with the CEO. Your fingerprints will be on the sales motion.

What success looks like

In the first 90 days, you will ramp up quickly by developing a deep understanding of the TestBox product, our ideal customer profile and the problems we solve for enterprise buyers. You'll begin generating your own outbound meetings, multi-threading into target accounts and building early-stage pipelines with clear commercial potential.

By 12 months, you will have closed multiple 6-figure enterprise deals and created a predictable outbound contribution to the pipeline. You'll have helped define and document a repeatable enterprise sales motion, setting the standard for future sales hires and playing a key role in scaling the company's revenue by 3x.

The benefits

• Generous equity package for meaningful ownership.
• Prioritization of your professional growth, with dedicated career development support.
• Flexible, unlimited PTO with a minimum expectation for recharge.
• Mental Health benefits.
• Fitness allowances.
• Learning allowances.
• Remote and office setup allowances to ensure productive and comfortable working environments.

We believe that diversity is critical to our success. We will not discriminate on the basis of race, religion, national origin, gender identity or expression, sexual orientation, age, or marital, veteran, or disability status.