Checkbox: $23 Million Series A Closed To Build AI Legal Front Door For In-House Legal Teams
By Amit Chowdhry ● Jan 29, 2026
Checkbox has raised a $23 million Series A round to accelerate development of its AI Legal Front Door platform, positioning the product as a single entry point for legal teams to capture, manage, and measure enterprise legal work. The round was 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 and Head of Agentic AI at Workday and former co founder and CEO of Evisort.