Originating from Game of Thrones term "Khaleesi", the term defines the complete and utter annihilation of seemingly insurmountable obstacles, usually business related, by a single individual. Possibly involving dragon fire. The replacement of the "s" to "$" serves to add gangster credibility, while also indicating that a great deal of money was made whilst setting fire (literally or figuratively) to the competition.
Did you hear what Mary Catherine did in that sales meeting? She went straight Khalee$i on those poor bastards.
by CanadianFellow86 March 29, 2013