The present invention is a system and methods to clear obstructions including foreign objects and food boluses during an EGD procedure. The medical device according to the present invention includes a flexible tubular housing, power transfer device, clamp, tool element, power source, and optional hood. The present invention drills through the obstruction to rupture it into pieces. Displaced obstructions, and/or pieces thereof, can be collected within the housing. The remainder of the obstruction can then be passed into the stomach where it can be digested, safely excreted, or actively removed by an endoscopist.