This would be something we'd have to do manually everyday? We already have the playlist generated on it's own but is there a way to have it replay that afternoon without manually creating a scheduled event everyday. The playlist changes everyday-randomization but we would like the morning one to repeat in the evening.
Not manually, if the task is to create a playlist then play it 2 times a day, it seems it can be done with 2-3 scheduled events, the events will start every day (or when you need them - enable respective options). The events:
Create playlist and save it to a file. You can use the wizard to configure this event.
Start this playlist in the morning
Start this playlist in the evening
Events 2 and 3 are most likely can be combined into one event, specifying either multiple start times for it or using the Repeat Every option (depending on the exact times when you need them to start).
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