|Died||1164 Burn's Sleep|
|Affiliation||High House Death|
|Rank||High Fist, then later Sergeant|
Sergeant Whiskeyjack was a member of the Old Guard. His real name was Iskar Jarak and he was a mason before becoming a soldier. He also had a sister, Dunsparrow, who was last seen escaping from Y'Ghatan with Leoman of the Flails in The Bonehunters. He commanded utter loyalty from his soldiers and respect from his enemies. Post the events of Gardens of the Moon, Whiskeyjack struck up a good rapport with Anomander Rake and it was mentioned in passing how they both were more alike than different.
Under the EmperorEdit
Under the Emperor, Whiskeyjack commanded the 2nd Malaz Army and attained the rank of High Fist. He commanded the Emperor's elite. Prior to his command of the 2nd Malaz Army, and following Dassem Ultor 's siege of Y'Ghatan Whiskeyjack's 7th Company chased down a cabal of mages across the Pan'potsun Waste and the Holy Desert, Raraku. It was during this pursuit that Whiskeyjack first encountered Quick Ben and Kalam.
Under the EmpressEdit
When the Empress took the Imperial Throne she inverted the command structure. Commander Whiskeyjack was demoted to the rank of Sergeant and placed in the ninth squad of the Bridgeburners. Although wounded by this dishonour, Whiskeyjack didn't talk about it, and soldiered on.
Dujek recalled him to be his second-in-command at the end of Gardens of the Moon and towards the end of Memories of Ice, Dujek explained to him how the Empress had inverted the command structure to prepare for the eventual return of The Emperor and Dancer when competent men like Whiskeyjack would be needed in the front lines to counter them.
As a member of Dujek Onearm's rebel army Whiskeyjack became Onearm's 2nd, and was reinstated as a Commander. Along with Onearm, Whiskeyjack managed to attain an alliance with Caladan Brood in the fight against the Pannion Dominion. During this time he forged a bond with Korlat. Near the end of Memories of Ice, Whiskeyjack defended Silverfox from a traitorous attack by Kallor. In the ensuing duel, an old leg wound which Mallet had offered to heal time and again caused Whiskeyjack's leg to buckle, giving Kallor the opportunity to kill him.
It was revealed that the Bridgeburners once slain had ascended due to the Tanno Spiritwalker, Kimloc's song combined with the Master of the Deck's blessing of the Bridgeburners' corpses interred in the ruins of Moon's Spawn. The ascended Bridgeburners were led to battle the growing chaos inside Dragnipur by Whiskeyjack, though the name he used was his old Seven Cities moniker, Iskar Jarak.
Whiskeyjack and his Bridgeburners returned as guardians and arbiters of Hood's Gate.
Whiskeyjack leads his fellow Bridgeburners to aid the forces of the Bonehunters against the Assail armies. After the battle Whiskeyjack is granted one final moment with Korlat. It is remarked here that he has eternity to wait for her, and that he will.