Take rough and rowdy, bar brawling Jack Daniel’s black, send him to boarding school and he comes out Gentleman Jack, right?. Well not quite, actually you send him through a second round of Tennessee charcoal filtering and then he comes out Gentleman Jack. So does this second filtering process make a difference to the most popular Tennessee whiskey in the world? Let’s find out! Enjoyed neat in a Glencairn, no water added. On the nose, it took awhile but I do get banana pudding with vanilla wafers or possibly just banana bread with nuts. At first pour it was straight creamy vanilla, and I thought either the banana was a lie or my sniffer was defective (quite possible), but after sitting a bit in the glass, the banana starts to show up. And that does make this one a little more of a loveable Gentleman! On the palate, this Gentleman starts sweet and creamy, very smooth, with little spice or heat burn, and a bit of an oily feel. Flavors of vanilla cream puff, sweet fruit, again some banana with nilla wafers, and a nice back end of char smoke but not much barrel wood. Not overly complex, but a nice change of pace from your typical bourbon profile I'm used to. This Jack is certainly refined alright! Finish is short but sweet, literally, with more light banana, some vanilla and butterscotch, and some char notes. Overall, for someone who typically stays in their bourbon lane at most times, this is a decent change of pace. It’s one of the most non offensive whiskeys I’ve had. While being very smooth as a sipper, it does retain a nice flavor profile, if you like the vanilla wafer with light fruity banana profile. While standard JD is your rough and unrefined family member you only visit if you have too, Gentleman Jack learns some manners and polishes off all the rough edges of this Tennessee whiskey. It’s not the best drink I’ve ever had, but it’s certainly worth a try or buy if offered to you! Cheers!