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Checkbox · 1 day ago

General Counsel

New York, NY

Full-time

Hybrid

Director/Executive

Checkbox is a Sequoia-backed software company building the AI Legal Front Door for in-house legal teams. As the General Counsel, you will own and lead the company’s legal work, transforming the legal function while engaging deeply with business strategies and operations.

Document PreparationLegalLegal TechPaaSSaaSSoftware

Hiring Manager

Max Nash

Responsibilities

Own the entire legal surface area

Expect primarily commercial legal work, leading high-velocity negotiations across enterprise SaaS MSAs and strategic partnerships

Define and protect our IP strategy, ensuring our product, data, and innovation are defensible

Be the primary legal partner for our people and culture across a globally distributed team

Lead corporate governance, board processes, and supporting capital raises

Support data, privacy, and security compliance and risk management while enabling responsible data access and AI adoption at scale

Treat outside counsel as a precision tool, not a default, bringing work in-house wherever possible and holding external advisors to high standards of efficiency, clarity, and impact

Be the voice of the customer internally

Work with Marketing to shape Checkbox’s external narrative by pressure-testing product messaging and positioning through a GC lens

Work with Sales to understand the GC buyer and support revenue enablement to help close more deals

Work with Customer Success to help design strategies to deliver real value to GC customers to drive engagement, retention, and growth

Work with Product to invent what 'legal-first product design' looks like by embedding real GC thinking directly into product decisions and design

Be the voice of Checkbox externally

Be a visible, credible face of Checkbox in the market, representing the company as a modern, thoughtful, and trusted leader in legal technology

Build a point of view on the future of the GC, legal operations, and AI in legal by speaking, writing, and contributing meaningfully to industry conversations

Attend and participate in industry events, panels, and forums while building a personal brand that strengthens Checkbox’s reputation and influence with legal leaders

Join customer and prospect sales conversations to provide a peer-level GC perspective, build trust with legal buyers, and directly support improved deal confidence and win rates

Build a modern legal function from scratch

Design and implement processes, systems, and playbooks before adding headcount

Be an active adopter and evangelist of AI and legal technology, using it to multiply impact rather than defaulting to traditional resourcing models

Establish legal operations as a first-class discipline with clear workflows, metrics, and data

Build a modern legal function from a true blank slate, free from legacy systems or outdated ways of working

Qualification

General Counsel experienceSaaS knowledgeIP strategyData privacy complianceLegal operationsAI adoptionPublic speakingProcess designTeam collaborationGrowth mindset