It is from Crash Course US history. It is at around 8 minute and 6 second.
So it is not going to be Woodrow Wilson because it would be obvious, but I don't the names of any other prominent democrats, so I am going to guess Woodrow Wilson. Yes? Get in!
I have checked all the meanings the phrasal verb has in a dictionary, but still I am struggling to understand what the host means by that.