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Clint Eastwood
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I'm not sure what you're suggesting.

There were some legitimate reasons to disagree with President Obama (He's way too likable to hate), especially if you think centralization of power is a bad idea. Trump wouldn't have the power to do all the crap he's doing without President Obama setting a precedent for that sort of thing.

I'm pretty sure Trump's entire reason for running this time was that President Obama brutally roasted him the White House Correspondence dinner.

The joke is subverted by the member berries joke. The theme of the episode was "nostalgia is dangerous".

She's a career politician and she's struggling against a random moron from reality TV. What else is there to say about her?

The fact that she's behind Garrison in the polls is argument enough that she's a turd.