Tucker alluded to this in his interview with Rubin (Reuben). He exclaimed that for the longest time, the Dems represented the working class, and that the Republicans were blindsided by Trump's allure to the people that have lost their jobs in this country.
I would offer a bit more of an explanation. Republicans took on the Christian conservatives, and over the past 3 decades, that shift has occurred as a result of the Dems replacing their base with non, um… well let's just say the Democrats forgot the group of people that got them there in the first place.
Don't get me wrong, I like that Tucker is "championing" Trump, but he's doing it from a POV of being above everyone else. Go back and listen to that interview with Rubin again. It's very telling about who Tucker really is as a person, and how he's somewhat changed over the years in regards to his views on the middle class.