I grant you plenty of people have sufficient trouble understanding probabilities that they would mistake 86% for a lock, though.
Really, Trump won by a hair's breadth. 538 shouldn't have given him a huge chance to win- he just barely scraped through. It's a genuinely hard problem when the popular vote is very close, since the electoral college throws a huge chaos wrench into everything.,
Just because you end up in the 9/100 future doesn't mean that the "real" probability was 50%. It's weak evidence that Bob's win scenarios mostly didn't involve blowouts.
It's like barely winning a sprint against Usain Bolt: maybe he had an injury midway through. Doesn't mean that he and I were equally likely to win.
That's the information we have, and it's real, so it's much more valid than any poll which poorly samples a few thousand people.
Maybe it was a fluke result. But that's unlikely because the other Midwestern states had similar results. But a fluke in which direction? You don't know, so it's even odds in both directions.