In 1 ABY, Cloud City's Baron Administrator, Dominic Raynor, lost his administrative office to Lando Calrissian in a game of Sabacc. Lando subsequently reorganized the existing airborne security force, 1st Wing Guard—which was steeped in the corruption fostered by Raynor[1]—into the 2nd Wing Guard, made up of commando pilots hired by Calrissian. The best pilots from the 2nd Wing Guard were reassigned to Wing Guard Elite,[4] a special airborne unit formed out of the 1st and 2nd Wing Guard squadrons.[4][2]
When Darth Vader brought an occupation force to Cloud City, the 2nd Wing Guard became aligned with the Rebellion when Lobot and Lando orchestrated resistance against Imperial forces and Calrissian departed with members of the Rebel Alliance.[3][2]