|Profession||Cigar shop owner|
|First appearance||Three Hundred Big Boys|
|Voiced by||Maurice LaMarche|
Hacking Jack is a man who owns Hacking Jack's Fine Smokables store. After Nixon gave everyone $300, Bender browses through Hacking Jack's various products. Bender notices the $10,000 Grand Cigar. Hacking Jack says it was made from a page of the U.S. constitution, and rolled by Queen Elizabeth II during her wild years. Bender offers him $300 for it, and after Hacking Jack refuses, purchases a burglary kit instead for $300, then inquiring as to what time the shop closes.