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Home»Startups & Leadership»Legal work AI agent Checkbox briefs $33 million Series A
Startups & Leadership

Legal work AI agent Checkbox briefs $33 million Series A

Emirates InsightBy Emirates InsightJanuary 29, 2026No Comments
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Codeless platform Checkbox has raised US$23 million (A$33m) in a Series A as it focuses on the legal system as a key client.

The round was led by Touring Capital, supported by existing investors Peak XV (formerly Sequoia Capital India), and Tidal Ventures, as well as Conductive Ventures Five V Capital, and angels including Jerry Ting, head of agentic AI at Workday. The raise values the business at $100 million.

The new cash is for what Checkbox calls its “AI Legal Front Door” to automate, triage and manage legal workflows in a company.

Checkbox, founded in 2016 by former Sydney Boys High School classmates Evan Wong and James Han, previously raised a $6.3 million pre-Series A funding in 2022, when its broader scope was “sector agnostic” no-code app-builder for enterprise.

The customer base includes Telstra, Woolworths, Coca-Cola Europacific Partners, Macquarie Group, PepsiCo, BlueScope, Goodman Group, SAP, Hitachi and Xero.

Wong, the CEO, said Checkbox t captures legal requests from business users email, Slack, Teams, Salesforce, and intranet portals. Its AI Agents turn conversations with legal into automated workflows, from drafting contracts to approving conflicts of interest. It’s self-service for routine work, with high-risk matters referred to the legal team.

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“We’ve seen tremendous demand for the Legal Front Door and the market is really resonating with how we’ve uniquely solved this problem,” he said.

“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.”

Han, the chief product officer, said Checkbox’s goal is to build a system of intelligence for legal work, turning everyday requests into institutional expertise.

“This institutional expertise can then be leveraged by AI to help teams move faster, deliver more consistent work, and reduce dependency on outside counsel,” he said.

Touring Capital principal Evan Wijaya said Checkbox is defining the category for legal service management.

“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,” he said.



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