Phil B asks:
I would like to hear more about how Nate’s ambitions for data journalism have evolved since he started 538. What did “conquering the world” mean back then? What changed? Also, with the rise of US sports betting and mainstream sports media coming to terms with that fact, what does Nate think about the prospects for a more data-oriented approach in sports journalism?
Thanks for the question, Phil. This is already a long newsletter, and I was tempted to break this response out into a separate post rather than burying it here. But having multiple threads for SBSQ wound up being confusing last time. I’m going to warn subscribers that I may adapt this response for a standalone post in the future, though — it will go on the Rainy Day List.
The early days of FiveThirtyEight @ Disney, circa 2014-2016 and originally under the auspices of ESPN, was a period I consider unsuccessful despite being presented with a very generous opportunity. I think I made a lot of mistakes and I frequently think about what went wrong. FiveThirtyEight, in my biased opinion, developed into an excellent site by ~2018 (until Disney basically let us stop re-hiring open positions by ~2021, a sign of trouble to come). But those early years were rough, and I was unhappy, so here’s an inventory of Mistakes That Were Made — or really Mistakes That I Made — should any of you find yourself in a similar position