LinkSquares

LinkSquares is a Boston-based contract lifecycle management and contract intelligence company that sells to corporate legal departments. Founded in 2015 by Vishal Sunak and Chris Combs, it is privately held and venture-backed, having raised $161.5 million across seed through Series C rounds without being acquired or taken over by a private equity sponsor.

The company started by indexing and analyzing executed contracts, then added drafting and workflow to cover the full contract lifecycle, and now markets a proprietary legal language model as LinkAI. A $100 million Series C led by G Squared in April 2022 valued the business at roughly $800 million. Leadership has since turned over twice: co-founder Vishal Sunak moved to the board in February 2025 and co-founder Chris Combs took over, and in March 2026 board member Bill Hewitt was appointed interim chief executive.

LinkSquares at a glance:

• Founded: Founded in 2015 in Boston by Vishal Sunak and Chris Combs, starting with post-signature contract data before moving pre-signature.
• Headquarters: Headquartered at 60 State Street in Boston, Massachusetts, with a customer base concentrated in the United States and Canada.
• Ownership: Privately held and venture-backed, with $161.5 million raised and G Squared leading the April 2022 Series C; no acquisition has occurred.
• Legal Technology Portfolio: Sells one product in this directory, LinkSquares, its contract lifecycle management and contract intelligence platform for in-house teams.
• Market Focus: Focuses on mid-market and enterprise in-house legal departments in North America, with over 1,000 customers and little law firm business.

What legal teams should know: LinkSquares fits legal departments that want a configurable platform they can run without heavy consulting, and its strength is post-signature contract data. The repeated chief executive changes since February 2025, with an interim leader in place from March 2026, are worth raising in diligence alongside questions on roadmap continuity, renewal pricing and support.