50 Million Reasons provides insight into the creative mind of Robert Killings Jr. His dream comes to reality as he inherits the Killings insurance company after his father's passing. Robert remained single until he met Sarah as he scribbled out his plans on a napkin while drinking scotch at his club in New York City. His creative thoughts are written out in this fictional romantic story of love and eventual his loss in the very planes he swore never to fly in. Sarah then inherits the company as she discovers her new lover was swindling her company out of 50 million dollars.