In case 2 I think Alice is not traveling at the median speed, if you count the median of the markers rather than the median of the conveyor belts. Edit: But this starts to touch on an important point. The way the OP is phrased, for each car there are an infinite number of identical 1-mile segments that repeat as if on a conveyor belt. A car gets counted for each time it's placed within a 1-mile segment, which is not necessarily the same as the number of times Alice sees one of those cars passing or getting passed. Suppose there are cars moving at 45 MPH, 50 MPH, 55 MPH, and c/2 where c = speed of light. Neglecting relitivistic effects, even though there's only 1 warpspeeder per 1-mile segment, Alice will be passed by a ton of repeating 1-mile segments if she's going between 50 and 55.