Upstage's Kasey Roh came to enterprise AI through Tesla, Meta, and venture capital — which means she has seen enough AI companies to know the difference between real technology and a wrapper. In Episode 152, she makes the case that insurance companies have only ever been able to read about 20% of their documents, explains why throwing the rest into frontier LLMs is not a scalable solution, and shares what one Asian carrier found when it finally digitized a decade of untouched claims records — enough to launch two entirely new product lines from data it already owned.