Yes. A new software program - Playlist Generator Pro will be released very soon, this or next week. It'll allow to generate very customized playlists. Like, take 2 tracks from that folder, then 1 track from playlist, add jingles, track/artist repeat protection (including remixes detection like "Arash" and "Arash feat. Pitbull" may be considered as same artist). And many other features
Separate program. If we put it in RadioBOSS it'll increase product cost, but, as not everyone needs this functionality, better to give an option to buy it or not.
Anyway, there will be a discount (30-40%) for RadioBOSS users to buy it.
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