Automatically remove tracks that cross the Hour Marker

Wouldn't you like to take inspiration from their style too?
This means: completely reworking the scheduler, playlist, and all related things. Not realistic and no practical need for such a rehaul.

Or you could do as you do with VirtualDJ, vMix, or OBS Studio, which let you choose how you want to use the software. So, there's a "Standard" version, as it is now, and an "Advanced" one that includes this style for large FM radio stations.
Feature duplication is a bad software design in most (all) cases.

I think we should approach this form a different angle:
  1. What needs to be done: start top of the hour events at the exact time, making the song end at hour end
  2. What RadioBOSS feature can help with this task: Sweepers
  3. Can this feature be improved to perform the task better? This is the actual question.
 
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