Abstract: An exemplary motorized personal transportation apparatus is provided that may include a motorized heeling apparatus, a motorized heel bracket or a motorized wheel assembly. The motorized heeling apparatus may include a heeling apparatus and an electric motor mounted adjacent the heeling apparatus to impart forward rotation to at least one wheel adjacent the heel of a footwear to allow walking/running on forefoot, and transition to passive rolling and then electric powered rolling. The motorized heel bracket may include a heel support structure, which may be incorporated in footwear, for supporting at least a portion of the user's heel, wheel(s) mounted adjacent the heel bracket, and an electric motor positioned adjacent the heel support structure and operable to impart forward rotation to the wheel(s). The motorized wheel assembly includes an electric motor with a wheel around the motor such that the casing or external housing rotates to impart rotation to the wheel assembly.