I have the same issue as the OP. After playback Roon never starts playing Roon radio even when the Roon radio is checked.
So we can better assist you, please provide a brief description of your current setup using this link as a guide.
Make sure to describe your network configuration/topology, including any networking hardware currently in use, so we can have a clear understanding of how your devices are communicating.
If you start Radio manually do you experience the same issue?
I will update information regarding this subject when I get home from my holiday.
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