"A lot of these people live in a world very different from the world lived in by the people proposing these things... I know because I come from this world."...He feels their pain...
"A lot of these people … all they’ve got is their hunting and their fishing... Or they’re living in a place where they don’t have much police presence. Or they’ve been listening to this stuff for so long that they believe it all."
He feels their pain, which includes feeling that they are getting looked down on, so don't let them notice, he's saying, even as he lets the big Democratic donors see that he knows just as well as they do that the bitter clingers are a bunch of losers.
Don't look down you nose at them. Whenever you eyes are trained on the bitter clingers, project feel-your-pain empathy. Save your condescension for the off-camera, off-mike back rooms.
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