Barack Obama

David Litt is a former speechwriter and joke writer for President Obama. And he was the lead writer of four White House Correspondents Dinners, where the president did standup. He has a new memoir.

Former Vice President Joe Biden has figured something out: "I learned how to become one of the most popular politicians in America," he says. "Announce that you are not running for president, and be authentic."

Former Obama staffer Alyssa Mastromonaco is well acquainted with the privilege — and sleeplessness — of working in the White House: "I basically ran on adrenaline, almost, for six years," she says.