Revenue Operations Lead

The Mission

Checkbox is transforming the legal industry with an AI-powered "Legal Service Hub." As the Revenue Operations Lead, you won't just be managing a CRM; you'll be the architect of a high-growth go-to-market engine. You'll work closely with finance and leadership to turn big-picture visions into scalable, automated realities in a hybrid New York environment. This is a chance to join a Sequoia-backed team that views AI as the core of their product and internal operations.

AI-First RevOps

This is a playground for the modern automation expert. The role prioritizes building "durable systems" that serve as foundations for agentic AI. Instead of manual data entry or rigid legacy workflows, you’ll be leveraging AI tooling and vibe coding to iterate on GTM playbooks and tech stacks. Your ability to ship v1s rapidly through AI-assisted workflows and natural language prompting will be your primary competitive advantage.

Key Growth Opportunities

• Architecting Automation: Design the workflows that power sales, marketing, and customer success using an AI-first approach to streamline cross-functional systems.
• Strategic Data Mastery: Own the GTM tech stack and use analytical insights to drive revenue growth and A/B test new strategies.
• Collaborative Leadership: Act as the bridge between GTM engineering and finance to ensure the "Legal Service Hub" vision is realized through scalable, automated infrastructure.