When Off-the-Shelf Legal AI Tools Hit a Ceiling
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Dr. Phil WinderCEO
Legal AI adoption has accelerated. Litify’s 2025 State of AI in Legal Report found that 78% of legal professionals now use AI in some form, up from 23% just two years earlier. In Winder.AI’s 13 year history (and counting!) I have observed a similar trend first hand.
On the back of this trend, significant VC funding has attempted to capture a share of this market. $2.4 billion was invested in 2025. A tsunami of products promise to automate contract review, legal research, and document analysis. Many of them work for a while. Then firms hit the ceiling.
This article is about where that ceiling is and what lies beyond it.
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