With most of the live shows, whoever ripped it couldn't be bothered listening through it all and cutting it, so I've created the cue myself. The mix cds aren't my rips either, I've downloaded them over the years.
Even if you take cues out of the equation, if someone is mad crazy about a song and listens to it on repeat for an hour, all those repeated listens should scrobble, not merely the initial one. I've seen others' "recently played" charts with repeated songs in them, so plugins from other players must be able to handle it.