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Jack Daniel's Gentleman Jack 2nd Generation, New Charred Oak Cask, 40%
Jack Daniel's

Jack Daniel's Gentleman Jack 2nd Generation, New Charred Oak Cask, 40%

Catalog product detail, market evidence, tasting notes, reviews, and collection actions.

TypeTennessee Whiskey
MRI
MRI 3
Average Score
N.A
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Description

Jack Daniel's Gentleman Jack 2nd Generation is a Tennessee whiskey known for its exceptional smoothness, achieved through a unique double-mellowing process. Unlike standard Jack Daniel's, it undergoes charcoal mellowing both before and after aging in new, charred oak barrels. This particular '2nd Generation' bottling was produced between 1991 and 1998. It was introduced in 1988 as a 'superpremium' brand, marking the first new permanent product from the distillery in many years. The 2nd Generation packaging featured a cork-stopper closure and a new label highlighting the distillery's gold medals.

Change+0.0%
LatestSGD 358
HighSGD 358
LowSGD 358
SGD 458SGD 392SGD 325SGD 258Price (SGD)Observed dateFeb 9Feb 9 - SGD 358 - Whisky Auctioneer - Feb 9, 2026

Recently Sold

Listed value is based on sold auction prices and inclusive of auction fees (not including tax and shipping).

Whisky AuctioneerAuction Sold Price - Feb 9, 2026SGD 358.46
Cask type
New Charred Oak Cask
Bottling
Official Bottling
Peated
Unpeated
Single cask
No
Non-chill filtered
No
Cask origin
N.A
Cask no.
N.A
Batch
N.A
PPM
N.A
Barley
N.A
Fermentation
N.A
Master distiller (bottling)
N.A
Master distiller (distillation)
N.A
Limited edition
No
Bottle count
N.A
Has box
Yes
Closure
Cork Stopper
Presentation
Oak Cradle Decanter
Series highlights
2nd Generation
Historical context
N.A
Special release
N.A
Allocation
N.A
Nose
Spicy with caramel, charred oak, aniseed, vanilla, summer fruit, and light oak, with a hint of banana.
Palate
Liquorice-led with oak, cinnamon, and banana, alongside caramel, vanilla custard, honey, and brown sugar. Full-bodied with fruit and spices.
Finish
Roasty, toasty, and spicy, with notes of citrus, caramel, brown sugar, and honey, leading to a warm and pleasant conclusion.
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