I guess I retract parts of my previous post with this post
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Look at Obama's coalition in 2008. Obama did better in wealthy suburbs without big demographical changes than Hillary and unlike Hillary Obama actually won or tied wealthy voters. While Obama won a lot of voters who didn't vote for Hillary, Obama's core support reflected Hillary's support in 2016. For a Democrat Obama had unprecedented support among postgraduates and wealthy voters and he won places that hadn't voted Democratic since 1964. He wasn't going to govern as a left-wing populist, a lot of his voters didn't even want him to do that. Obama 2008 might have been the gateway drug for the upscale Republicans who didn't vote for Trump. I strongly suspect many Romney-Clinton voters voted for Obama in 2008 (and outside of Appalachia where coal played a huge issue many Obama-Trump voters probably voted for Bush). Bush vs Gore in 2000 and Obama vs McCain in 2008 really were the first precursors to what happened in 2016 (wealthier people trending massively D and 'the creative class' being the core Democratic constituency), 2004 and 2012 look like (temporary?) reversions to the mean (with the exception of coal county I suppose) once you ignore demographic changes.
Obama still managed to disappoint Wall Street enough to make sure 85% of Wall Street donations went to Romney btw, so it's not like he governed like a total DLC Democrat.