In order to be able to update the schedule properly for spanning multiple days from the GUI please upgrade to 4.0.3 or later:
DR4300 / DR4300e / DR6300:
https://support.quest.com/dr-series/dr4300/download-new-releases
DR4000 / DR4100 / DR6000:
https://support.quest.com/dr-series/dr4000/download-new-releases
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