How do you know he lost a billion dollars? Did you see his tax records? I'm pretty sure it's ain't because of the lack of trying if it was so.
In a normal situation, I can't imagine any scenario that a businessman can lose a billion dollars by becoming president. But this is the only guy that is literally capable of failing upwards.
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Criminal indictments with the current administration : 215.
With Obama: 0, but... Obama did 8 years. The current one isn't even at 4.