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Single social elite Hanson Craig is reborn in 2002 on his way to college. Armed with the memories of his previous life, he leverages his knowledge to build connections and launch the courier company Rocket 101, capitalizing on the e-commerce boom. But as his success grows, Hanson faces a heart-wrenching dilemma: choosing between the sincere Carmen Swann and his long-cherished first love, Riley Snow.