The "specter of a Black president" resulted in more whites voting for a Democrat President than had happened since Carter.
What drove much of the working class to Trump was the growing wealth gap between the rich and the rest of us. Your analysis excludes economics and does not account for the fact that Trump was unusually popular with voters of color.
As for the working class, have you not noticed that ACA was better than what we had before, but it still left millions of Americans uninsured?
Since you're talking about Obama: https://jacobinmag.com/2017/12/obama-foreclosure-crisis-wealth-inequality