Game Change/YMMV

The book:

 * Critical Backlash: Despite the McCains’ efforts to keep it secret, word got out Lieberman was set to be McCain’s running mate, setting off anguished cries of the end of Conservatism as conservatives knew it.
 * Crowning Moment of Funny: Obama’s team, in an attempt to combat smears of him being a Muslim terrorist, tried writing ads that played up his patriotism and Christianity. One script went, “If I have the privilege of taking the oath of office, I would do so with my hand on the Bible and pride in my heart.” Obama started reading this, then stopped with a grimace. “Guys, I can’t do this. There are limits.”
 * Tear Jerker: Ted Kennedy, ravaged by brain cancer, coming to speak at the DNC; everyone including himself knew full well it would be his last.
 * They Changed It, Now It Sucks: Once it became inevitable that Obama would be the Democratic nominee over Hillary, many of her followers declared they would go with McCain, who increased their support once he chose Sarah Palin.

The TV movie:

 * Crowning Moment of Awesome: