Cobblestone
By CobbleStone Software
CobbleStone Software, founded in 1995 by Mark Nastasi in response to a costly contract risk incident, is headquartered in Princeton, New Jersey. Nastasi’s innovative Windows-based contract tool evolved into one of the earliest web-based solutions by the late 1990s, with a mission to reduce legal and financial exposures through automated contract management. The company remains privately held and self-funded, currently employing approximately 160–180 staff.
CobbleStone has grown organically without external funding. As of 2023–2025, revenue is estimated between $25–30 million annually, with around 167–178 employees, yielding roughly $159K–$300K revenue per employee. The company competes with larger, funded firms like DocuSign and Coupa, maintaining its independence and long-term stability over quick exit strategies.
CobbleStone’s core solution is Contract Insight® CLM, available in cloud, on-premise, and hybrid editions. It consolidates contract repositories, automated workflows, milestones, analytics, and e-signature (IntelliSign®) functionality, along with integrated vendor, procurement, and bid management. Its proprietary AI features include VISDOM® (data extraction, risk), ConfigAI (intelligent metadata), and VISDOM+ Generative AI, which, built on OpenAI models, supports clause generation, sentiment analysis, natural language querying, and compliance guidance.
Rather than acquiring companies, CobbleStone has focused on forming strategic partnerships to enhance services and reach:
CobbleStone maintains a steady update cadence:
CobbleStone serves a global customer base across highly regulated industries—government, healthcare, finance, pharma, education, legal, retail, and utilities. Performance has earned it “Market Leader” recognition from FeaturedCustomers (2024, 2025) and a ranking in APPS RUN THE WORLD Top 500. An estimated 100,000 + users have processed over 3 million contracts totaling billions in value. Customer satisfaction remains high, driven by UI quality, support, and AI capabilities. [compworth.com], [appsruntheworld.com], [cobbleston...ftware.com]
CobbleStone prioritizes partnerships over acquisitions, using resellers and service integrations to expand globally. Collaboration with Softthink, Software Horsepower, and uGuru enhance implementation services and market penetration. This reflects a go-to-market strategy focused on tailored integration rather than consolidation.
