> When I advise Data Scientists to understand Topology and Differential Geometry, this is why.
Oh really? I've taken grad-level courses in those fields. It's nice general education but has nothing to do with this situation. Knowing about the Lucas critique from economics would be much more relevant.
My pet theory -- completely unvalidated but at least potentially insightful -- is that they failed to put in adequate margin for adverse selection: homeowners whose homes are worth less than they seem on paper were much more likely to take the Zillow offer. Adverse selection turns prediction variance, which you might naively expect to "average out" when using a well-calibrated model at scale, into a bias towards underperformance.
Another way to put it: asymmetric information. Be very careful betting against homeowners who probably know much more than you do.
Or read this comment, which puts it better than I did: https://news.ycombinator.com/item?id=29140104