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What's "Display how many times a track has been played" ?
When enabled (checked), this personal setting adds an extra column called "Times played" everywhere tracks are displayed in AmpJuke. The column displays how many times a given track has been played/streamed so far.
It is possible to alter/change how many times a track has been played/streamed by editing the track. See this FAQ-entry for more details: how to edit stuff in AmpJuke.