Because he's not actually trying to learn or improve.
He's accepted that he's not going to get better at working with Congress -- he's not even going to try -- so he's just going to do what he wants to do whether it works or not.
He's trying a "brute force" approach (metaphorically speaking), rather than trying to finesse things.
The question was simply meant to point out that executive experience is not necessary to be a good president. Sure it’s a plus; be in itself is not required.
A bumpkin with love of country and fealty to the Constitution would be a far better president than a knave with decades of executive experience.
By the way, Obama is actually a very effective chief executive. He’s gotten entire bureaucracies to willing violate the Constitution and the law: IRS persecuting political opponents, ICE ignoring immigration laws duly passed by Congress, DoJ ignoring the IRS’s civil rights abuses....
People who write him off is dumb, naive or incompetent simply don’t understand his motives.