Michael Moore has said that in 2020 Dems should think about fielding a celebrity like Oprah.
It sounds stupid at first, but when you think about it, the Republicans have had Trump, Arnold Schwarzenegger, and Reagan now. Have the Dems had anyone? It seems like it isn't the done thing for progressives.
Imagine if someone like Tom Hanks became political and ran in the future

There are a lot of potential people who could do it, and would be popular at doing it.