The AI Context Problem: Building AI That Understands Your Business | Interview with Sagnik Nandy
We sat down with Sagnik Nandy, CTO of Docusign, to explore the context problem: what it takes to build AI that actually understands your business. Sagnik explains why smarter models and larger context windows alone won’t solve enterprise AI challenges, why context is a source of competitive advantage, and how Docusign approaches turning complex agreements into information AI can reliably use. We discuss the four layers of context, document structure and metadata, retrieval-augmented generation (RAG), agent orchestration, permissions, and the work required to move from promising pilots to relia…