Enten is interesting in that he is much better on twitter than on 538 itself.
Enten was remarkably terrible on both Twitter and 538 during the primary season. He's good on the podcast though.
The best thing that could have happened to the project would have been to transform it into some kind of non-profit, or maybe to fund it as a fellowship through a prominent statistics or a political science department at some university.
This is actually a good idea, but it doesn't surprise me Silver took an opportunity to cash in on his fame and success. As for the site itself some of the content is mediocre but it's sort of the first in the frontier of data journalism, so it would be expected that it would have a rough start. It's much better now than it was at launch.