Job Details

Important Note: This role requires in-office presence at our San Francisco office at least 4 days a week.

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 technical seller. Someone who started in engineering, product, or solutions engineering and moved into a revenue role, or someone who has operated as a highly technical AE.

This is not a traditional AE role.

You will be expected to both build outbound pipelines and lead technical product conversations. You should be comfortable going deep on APIs, data, workflows, and integrations, while also owning complex enterprise sales cycles.

You thrive in early-stage environments, don't need a finished playbook, and want real ownership in shaping how a company scales.

This role is designed for someone who wants to operate with high ownership and be directly rewarded for it. The earning potential is significant, with a commission structure built for top performers who want to test the upper limits of what they can make.

You have

• 3+ years in a technical or customer-facing role (engineering, solutions engineering, technical sales, early stage growth, or AE in a technical product)
• Experience selling or supporting technical, developer-facing, or infrastructure-style products
• Closed or materially contributed to $100k+ ACV enterprise deals
• Built or contributed to outbound pipeline generation
• Ability to speak credibly with both engineers and business stakeholders
• Experience translating technical capability into business impact
• Comfort operating without a finished playbook

Strong preference for:

• Background in engineering, computer science, or similar
• DevTools, data, infrastructure, AI, or technically complex SaaS products
• Series A–C startup experience

You will own an enterprise outbound from zero.

That means:

• Identifying and mapping target accounts
• Building outbound pipeline through targeted, thoughtful outreach
• Multi-threading into complex buying committees
• Running both technical discovery and commercial discovery
• Leading product walkthroughs, POCs, and technical workflows
• Partnering with engineering and product teams to shape solutions
• 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 technical workflows we enable. You will generate outbound pipeline, run technical discovery, and progress opportunities through to close, with a clear expectation of closing your first deals within this period.

By 12 months, you will have closed multiple 6-figure enterprise deals and built a repeatable outbound motion. You'll be confidently leading both technical and commercial conversations, reducing reliance on sales engineers, and helping define how TestBox sells into enterprise customers.

The benefits

• Rich OTE structure
• 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.