Obama was mediocre. He will be remembered as America's first Black president, and little more. He had charisma, but that was about it.
The reason for the entrenchment is due to a lack of willingness for compromise between the two parties. American federal politics have always been a bipartisan system, but that didn't prevent shit getting done in the past because both sides were usually willing to at least try and work together. If the Dems and Republicans would just lighten up a little and give some leeway on their positions, the situation would be more amenable.