2016 wasn't a black swan event. It was a polling error, which do happen, if rarely. It was not unforseeable, and 538 included a probability of that happening which is why they gave Trump higher chances than most others did.

And 538 does do backtesting on elections back to 1972. That's not particularly trustworthy since it invites over-fitting, but internally they do have a little bit more than N=3 to work from.