Barring a change in the political winds, I'm now thinking this is unlikely.
Last week the governorships flipped Dem, along with quite a few House seats, in WI, MI, PA. Just like many of the big-city suburbs, these were reliable Dem states that Trump needs, that he surprisingly won (flipped) by the very slimmest of margins in 2016, giving him the suprise win. I don't see those margins in those states (and suburbs) there, anymore. In addition GA is in play, a few other previous reliable Red states may be in play or are close, and even TX must be defended. Trump will now be defending all over the map, in places he didn't need to in 2016.
Between the loss of his narrow pluralities in those three critical states he flipped in 2016, the new states he must defend, the 7 just flipped governorships' coat-tails effect on their new states, the Dem suburban districts coming back home and Repub suburban districts flipping, along with the immense and broad Dem enthusiasm coupled with a determination to not be lackadaisical and get burned again, all lead me to believe Trump is unlikely to prevail in 2020 - barring a Dem mishandling of their situation.