BASE , you do not know why? Well, let me tell you why. The KKK inspired majority Congress (Republicans) did not want an Afro President to be successful, to get anything significant done so he will leave a mark in the History Books!!!
Ok. But Bush also had the issue.
There was more support than you think. Newt Gingrich had offered an olive branch on that and prison reform to get prisoners skills training. Obama never responded. I remembered even Anderson Cooper thought the ideas were good and should be taken up.
Obama was just too arrogant and screwed himself over. He spent all his energy on Obamacare. Now look, trump shredding it! If I am to rate Obama, he gets a B. Primary issue is building bridges with the other side. He harmed himself a lot by railroading ACA without involving the Reps.
With all you say of Trump, he will seek accommodation with Schumer and Pelosi. Trump talks tough but wants resolution. He operates like a business man vs a politician.