Gentleman Jack, From The Makers of Jack Daniel’s. An Exceptionally Smooth Premium Whiskey. Gentleman Jack Tennessee Whiskey. Double Mellowed for Exceptional Smoothness. Learn More. Matured Drop by Drop. Charcoal Mellowed. Best Enjoyed on the Rocks. Double Charcoal Mellowed. Types: Charcoal Mellowed, Exceptionally Smooth, A Whole Lot of Jack, Balanced Flavor.