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Josie, the daughter of the town's wealthiest businessman, faces problems at home and wishes to leave town but is disoriented. Her decision is finalized after she falls asleep in a Target dressing room. She awakens to find herself locked in the store overnight with the janitor, Jim, the town "no hoper" and liar.

The original characters from the first Cannonball Run movie compete in an illegal race across the country once more in various cars and trucks.

A cross-country road race is based on an actual event, the Cannonball Baker Sea to Shining Sea Memorial Trophy Dash, organized by Brock Yates to protest the 55 mph speed limit then in effect in the U.S. The Cannonball was named for Erwin G. "Cannonball" Baker, who in the roaring 20's rode his motorcycle across the country. Many of the characters are based on ruses developed by real Cannonball racers over the several years that the event was run.

When a disc containing memoirs of a former CIA analyst falls into the hands of gym employees, Linda and Chad, they see a chance to make enough money for Linda to have life-changing cosmetic surgery. Predictably, events whirl out of control for the duo, and those in their orbit.

Basket-case network news producer Jane Craig falls for new reporter Tom Grunnick, a pretty boy who represents the trend towards entertainment news she despises. Aaron Altman, a talented but plain correspondent, carries an unrequited torch for Jane. Sparks fly between the three as the network prepares for big changes, and both the news and Jane must decide between style and substance.

Fortune hunter Holly Golightly finds herself captivated by aspiring writer Paul Varjak, who's moved into her building on a wealthy woman's dime. As romance blooms between Paul and Holly, Doc Golightly shows up on the scene, revealing Holly's past.