Stay Up with Hugo Best

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June Bloom is a broke, cynical 29-year-old writers' assistant on the late night comedy show, Stay Up with Hugo Best. Hugo Best is in his 60s, a beloved icon of TV and humor, and a notorious womanizer. After he unexpectedly retires and a party is held for the now unemployed staff, June goes to a dive bar to do an open-mic and prepare for the sad return to the anonymous comedian lifestyle. What she's not prepared for is a run-in with Hugo Best at that dive bar. Nor for the invitation that swiftly follows: Hugo asks June to come to his mansion in Greenwich for the long Memorial Day weekend. "No funny business," he insists.