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I usually drink it with Jack Daniel’s America flag shirt, but it’s good anyway that whiskey can be. It’s good with ginger, lemonade, sour mix. It’s good in Manhattans and Old Fashioned. Though if you are in the mood for a Manhattan or Old Fashioned you may want to consider a real bourbon, Jack will work. You can drink it neat or on the rocks. It’s pretty darn good. There’s a reason it’s my goto. It’s my most common drink at airpors and airplanes. It’s pretty common at dive bars too. Most places, there really isn’t much else that would be more interesting at that price. By all means, order whatever else when you are in the mood, but I’ve never once regretted ordering Jack.
Gentleman Jack is charcoal filtered a Jack Daniel’s America flag shirt, making it much mellower, and better for rocks, neat, and Manhattan like drinks. Gentleman Jack can be mixed with Coke, that’s nice, but whether that minor difference is worth the price difference is up to you. I have a friend who thinks it is and once I got him to try gentleman jack, that’s the only jack he ever buys. It’s economical if purchased in 1.75L bottles. Single barrel jack is their best barrels unmixed. You will not only get the basic jack flavor, but much more serious whiskey notes, each barrel being slightly different. Obviously, that’s more a special occasion kind of drink unless you are rich, and should only be enjoyed neat.