Abstract: A luggage assembly useful for safe, secure and easy transport of carry-on items, offering electronically-dependent business travelers a convenient and business-friendly means of traveling. The luggage system comprises a main housing having one or more compartments, a customizable extendable handle, wheel assembly, power and/or power storage device, a folding tray, and means for remote tracking of the luggage assembly. The luggage assembly may additionally include a wheel assembly having one or more pairs of wheels thus allowing the main housing to be wheeled over a surface. The wheeled luggage assembly may further include an integrated wireless communication device.