The moment the ball has the same velocity as the rope is strikingly obvious. Repeat with the rope at a different constant velocity. This McDermott article contains several ball on incline races to help distinguish the concepts of position, velocity, acceleration. 1D15.40 Several rods are mounted as cords of a large circle with one end of each rod top center. Beads released simultaneously at the top all reach the ends the rods at the same time.
Small balls roll down guides that form chords of a large inclined circle.
A single click marks simultaneous arrival. M-88 Beads are released simultaneously to slide along cords of a large circle. Disc 02-09 Lengths and angles of a wire frame triangle are chosen so that beads sliding down the wires traverse each side in the same time. Three tracks - straight line, parabola, and cycloid are mounted together. Triggers at each end control a timer.