Checkbox Raises $23 Million in Series A

by Kay Aloha Villamor in February 2nd, 2026

Checkbox, a New York–based legal technology company building an AI-powered legal front door for in-house legal teams, has raised $23 million in a Series A round.  

Investors  

The round was led by Touring Capital, with participation from Peak XV, Conductive Ventures, Tidal Ventures, Five V Capital, and strategic angel investors.  

Touring Capital is a venture capital firm focused on backing technology startups that leverage artificial intelligence to solve real business problems. While headquartered in the U.S., Touring Capital invests globally and supports companies expanding across major software and AI ecosystems in North America, Europe, Asia, and beyond.  

Checkbox Use of Funds  

The company will use the funding to expand its AI legal front door, deepen AI capabilities, and scale integrations and enterprise adoption.  

About Checkbox  

Checkbox is an AI-powered legal front door designed for in-house legal teams. Its platform captures legal requests directly from tools employees already use and converts them into automated workflows using AI agents. 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. Headquartered in New York, Checkbox serves over 100 enterprise organizations, including SAP, PepsiCo, and multiple Fortune 500 companies.  

Funding Details  

Company: Checkbox Technology Pty Ltd  

Raised: $23.0M  

Round: Series A  

Funding Date: February 2025  

Lead Investor: Touring Capital  

Additional Investors: Peak XV, Conductive Ventures, Tidal Ventures, Five V Capital, Jerry Ting  

Company Website: https://www.checkbox.ai/  

Software Category: Legal Tech / AI Legal Operations  

Source: https://www.businesswire.com/news/home/20260128595641/en/ 

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