An endotracheal tube assembly for intubating a patient including a rolling cuff positionable on a tube having a distal end and a proximal end. The rolling cuff having a distal end, a proximal end, an inner diameter forming a first elongated tubular section substantially adjacent to the tube, and an outer diameter forming a second elongated tubular section. The rolling cuff being positioned towards the distal end of the tube. The rolling cuff including a single attachment portion for attaching a portion of the first elongated tubular section to the tube, wherein the single attachment portion allows the rolling cuff to roll from the distal end of the tube towards the proximal end of the tube to expose an ultrasound imaging marker disposed on the first elongated tubular section.