Here, I provide some reflections on Prof. Leo Breiman's "The Two Cultures" paper. I focus specifically on the phenomenon that Breiman dubbed the "Rashomon Effect", describing the situation in which there are many models that satisfy predictive accuracy criteria equally well, but process information in the data in substantially different ways. This phenomenon can make it difficult to draw conclusions or automate decisions based on a model fit to data. I make connections to recent work in the Machine Learning literature that explore the implications of this issue, and note that grappling with it can be a fruitful area of collaboration between the algorithmic and data modeling cultures.