IMO - Obama papered over the economic meltdown, he did an effective job of hitting the pause button there, but didn't fix much and entirely skipped holding anybody accountable for anything. And the bill is coming due.
So the natural thing to do given ^^^ was take on even more public spending with Obamacare, without addressing any of the underlying reasons for the extremely rapid growth of healthcare costs.
I think we have a much more extreme case of asset ownership and income growth for the 1% than before he took office.
All the same challenges in Iraq and Afghanistan.
New, worse challenges in Syria.
A mismanaged relationship with Russia that led to our current clustercuss.
And the pending end of a business cycle and bull market. BTW, that's not Obama's fault (well, except for the artificially low interest rates), it is just a timing thing, which Trump inherits.
And - the return of winter to California.