Funding accelerates development of Checkbox’s AI Legal Front Door platform to capture, manage, and measure all legal work

NEW YORK–(BUSINESS WIRE)–Checkbox today announced a $23 million Series A, led by Touring Capital, with participation from Peak XV (formerly Sequoia Capital India), Conductive Ventures, Tidal Ventures, Five V Capital, and angel investors including Jerry Ting, VP, Head of Agentic AI at Workday and former Co-Founder and CEO of Evisort. The investment will be used to expand Checkbox’s AI Legal Front Door to replace fragmented, manual legal intake with intelligent, automated workflows across the enterprise.

Legal teams are under growing pressure as the volume of legal work continues to rise, while legal headcount rarely keeps pace. Despite this, legal teams are stuck operating inefficiently as requests from the business come through manual, ad hoc channels, resulting in significant time spent triaging and attending to low-value work without visibility into what’s coming in.

Checkbox closes this gap with an AI Legal Front Door that captures legal requests from business users right where they already work — in email, Slack, Teams, Salesforce, and intranet portals. The platform’s AI Agents turn everyday conversations with legal into automated workflows, from drafting contracts to approving conflicts of interest, and everything in between. This powers self-service for routine work while routing complex, high-risk matters to the legal team, who manage their matters directly on Checkbox.

“We’ve seen tremendous demand for the Legal Front Door and the market is really resonating with how we’ve uniquely solved this problem,” said Evan Wong, Co-founder and CEO of Checkbox. “Our customers go from operating in the dark and spending time on things they shouldn’t be, to working on what matters and getting visibility into demand, workload, and cycle times, which enables them to do better resource planning and demonstrate their value to the business.”

“The Series A funding will fuel Checkbox’s vision to build a system of intelligence for legal work, turning everyday requests into institutional expertise,” says James Han, Co-Founder and Chief Product Officer of Checkbox. “This institutional expertise can then be leveraged by AI to help teams move faster, deliver more consistent work, and reduce dependency on outside counsel.”

Checkbox is already used by over 100 enterprise organizations including SAP, PepsiCo, and multiple Fortune 500 companies to streamline legal intake, reduce administrative burden, and improve service delivery across the business.

At Hitachi, that shift has driven meaningful impact: 83% of routine legal and compliance requests are now partially or fully automated, freeing the legal and compliance team to focus on higher-value, risk-sensitive work.

“Tech implementations often fall short of expectations, but Checkbox really surprised us and exceeded our expectations,” said Jeannine Moran, Director of Legal Operations at Hitachi. “Usually, you’re relying on IT and it would be a multi-year initiative to stand up something as robust as the legal front door but with Checkbox, we were able to do it in just months with minimal IT support.”

Investors see Checkbox as defining a new foundational layer for modern legal operations. “Checkbox is defining the category for legal service management, a purpose-built orchestration layer that makes it possible to capture, manage, and automate legal work end-to-end,” said Evan Wijaya, Principal at Touring Capital. “As more legal work becomes AI-assisted, the winners will be the platforms that can route requests intelligently, integrate across the legal tech stack, and turn institutional knowledge into scalable workflows. Checkbox is building that future, and we’re thrilled to lead this round.”

With the Series A funding, Checkbox will expand its AI capabilities, deepen integrations across the technology stack, and scale adoption of the Legal Front Door as the industry standard way to engage with legal.

Experience the AI Legal Front Door

To mark the Series A, Checkbox is offering legal teams the opportunity to build their first AI agent for legal intake at no cost.

Learn more at checkbox.ai/ai-agent.

About Checkbox

Checkbox is the AI-powered Legal Front Door for in-house legal teams. The no-code platform centralizes legal requests from every channel, enables AI-driven self-service for routine work, and provides visibility into all legal activity — helping legal teams operate faster, smarter, and with greater confidence. Named in Gartner’s 2025 Hype Cycle™, Checkbox demonstrates how modern legal teams can drive efficiency, scale, and strategic value through intelligent intake, triage, and AI legal chatbots.

Learn more at www.checkbox.ai.

Contacts
Media Contact:
Ashley Renken
Marketing Communications Specialist
ashley.renken@checkbox.ai

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