Now the Washington Post is doubling down and saying "There's no such thing as a Trump Democrat." It's like being wrong the first 200 times wasn't good enough for them, so they're going to continue being a treasure trove of stupid during the 2020 election.
Well all I have left to say about the WaPo stuff is, is it the
Washington Post saying this, or is it
Dana Milbank? This article is even filed under "Opinions." If their editorial board authored it, that would be one thing, but they didn't. It's just like how if Bret Stephens started writing some stuff on NYT about how climate change is no big deal, I wouldn't be like,
"well the NY Times is now denying the seriousness of climate change." However to your point, on account of their election coverage, it wouldn't be unfair to be more skeptical of some of WaPo's pieces, at least until they redeem themselves. I certainly don't like Cillizza after 2016, that's for sure.
HOWEVER, I do think the battle for 2020 will be fought out over the 2016 third party voters. 2020 will be unlikely to get the third party turnout 2016 did (I am expecting only 2% of votes to go third party compared to 6% in 2016). So I think the Democrats can semi-"ignore" the Trump Democrats and try to get Romney-Republicans who went third party.
That, and I think a modest number of soft Trump supporters - those voters who didn't like either candidate but voted for Trump in the end. There were lots of them, and if they didn't like him then, there is a chance they won't support him this time around if Democrats put up a good candidate. Either that, or they don't turn out at all, which is still a plus.