How does a fastidious IGA check-out chick and public school kid from upstate New York, with no connections and no Ivy League education, end up a few feet from the Oval Office, working as the youngest-ever woman to be deputy chief of staff for the president of the United States? Mastromonaco shares the memories and mishaps that shaped her journey, from desperately trying (and failing) to get a job in politics after college to finding herself joking with Obama about his penchant for black mock turtlenecks in her memoir, Who Thought This Was a Good Idea?: And Other Questions You Should Have Answers to When You Work in the White House. She reveals way more in this special and very funny episode. After listening to this show you’ll know why Obama wanted to keep her around for as long as he could!