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Republicans paint everything that Democrats have been for as socialism, too far to the left, as extreme, and it didn't matter how moderated it was; it didn't matter that Obamacare started out as a compromise. You might as well say what you're actually for and show what you really are.
People say that making money in the content-media game is hard, and that is just, like, not my experience. It's super-confusing, 'cause everyone's like, 'Oh, how are you going to monetize?' It's easy: just start talking, and then money rolls in.
You look at what animates Democratic voters; you look at what animates Democratic politicians: it's health care. It's increasingly climate. It is wages and economic issues. It's issues around reproductive freedom and criminal justice reform and inequality.
Every technology company should have a red button somewhere in the headquarters where, if they realize they've caused more societal harm than they expected and done more harm than good, they press the button, and the company dissolves instantly.
Little things had to go wrong for Donald Trump to become president: Comey, emails, all that stuff. Big things did make Trump possible. Big, cultural, political, economic forces opened the door to someone like Trump.
Nationalism is not that hard. It's not that hard to incite people against another, and it's also - and this is the harder thing: Democrats have, and the challenge we have all the time, is we believe in governing and governance and trying to find middle ground.
If you can make someone laugh about something that your opponent or your opposition thinks, that means you've done a really good job of highlighting what's wrong with their argument or their position.
Most of my time at the White House, I wrote very unfunny speeches, but every year, I would work on the correspondents' dinner, which was a reminder of this other kind of writing that I loved to do.