I searched the urban dictionary and logic it this way:
If the Compton meaning was intended, the image would be street hood, pimp, or mack daddy.
The image is classic European court jester or European clown. If an English court is intended (most likely), then the standard English "The Worst American President" fits best.
The Compton definitions are hilarious, though.
“Obama twaped the American economy” - that’s what it feels like to me.