Founding Enterprise Account Executive (New Business & Outbound Focus) (San Francisco)

About us TestBox was founded with a bold mission: to fundamentally transform how software is bought and sold. We’re building a platform that empowers buyers with transparent, interactive software experiences, while equipping sellers with powerful tools to deliver exceptional buying and onboarding journeys. Our core technologies - synthetic data, intelligent orchestration, and our unique product graph - help teams achieve faster implementations, clearer insights, and increase trust with their customers.

At TestBox, we're not just improving demos; we're building the next generation infrastructure for software transactions, creating seamless experiences from initial interest to successful onboarding and beyond.

We're a fast-growing startup built by a team that values experimentation, velocity, and customer impact. We’re backed by world-class investors and are building a platform that’s disrupting the traditional B2B sales motion.

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.