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@Brun
What's the player? Have you given it some indication that this artist is one of your favourites, either by rating them or even listening to them more than others?
If I remember correctly, people complained that the ipod's shuffle wasn't random enough because it played back to back songs by the same artist or repeated songs etc. Apple responded by changing the software so this was less likely, which effectively made it less random than it was to start with.