Revenue Operations Lead

Architect the Future of AI-Driven Operations

Checkbox is moving legal teams into the future with its AI-powered 'Legal Service Hub,' and they need a Revenue Operations Lead to build the engine behind that vision. This isn't a traditional 'maintenance' role; you will be the primary architect of a Go-To-Market (GTM) stack designed for scale. Reporting to the Director of Finance, you'll bridge the gap between strategic vision and technical execution by designing playbooks and automated systems that empower sales and marketing teams.

AI-First Workflow Development

In this role, 'agentic automation' is the name of the game. You'll collaborate with GTM Engineering to move past rigid legacy processes into a dynamic environment where AI handles the heavy lifting. The team specifically looks for candidates who can leverage modern AI tools to ship quick iterations and build durable automated systems. If you use natural language to prompt your way to complex solutions, you'll find a team that speaks your language and rewards that efficiency.

Strategic Growth & Ownership

• System Evolution: Own and optimize the entire GTM tech stack, ensuring all tools work in harmony to drive revenue.
• Data-Driven Strategy: Partner with Finance and Leadership to turn raw data into actionable insights and high-impact compensation plans.
• Agile Execution: Thriving in a hybrid New York environment, you'll iterate on 'v1' projects, embracing a culture that values radical honesty and rapid experimentation.
• Innovation Hub: Join a Sequoia-backed company that offers a personal L&D budget and a culture focused on continuous self-improvement (#suckless).