Entitled, politically incorrect Jessica Puente goes from princess to pauper overnight when she loses her fabulous jet-setting job in the Great Recession. Jess must come of age again, find a job, and overcome her hubris.
After a travel stint in Italy, Jess crash-lands in her old-fashioned Spanish-speaking hometown of San Antonio, where she fights with old frenemies and her family. Bailing with partner-in-crime millennial Missy for New York City, Jess is sure that the Big Apple will provide the way back to the glamorous lifestyle she deserves.
But in the new upside-down "gig" economy, Jess must compete for jobs, grad school, and a 115-square-foot guest room with the types of kids she used to babysit. Settling into the historic hotel for women, The Winifred, Jess is shocked that World War I behavioral codes still rule. Her adventures don't quite measure up to her dreams as she resentfully grapples with choosing between what she wants and what she can afford.