Weird issue with groups

I generally use groups in rules rather that controlling individual devices. It's just a lot easier to keep organized. I have one group that seems to be causing me issues, though. It contains a nested group, zwave switches, Hue bulbs via Hue integration, Lutron dimmers via integration, and zigbee outlets.

If I go into the "device" that represents the group I can turn them on and off and they all work as expected. I have a rule that turns them on in the evening and off during the day.

I can see in the logs the rule triggers and the rule turns on the group. Sometimes all of the individual devices themselves turn on, sometimes they all stay off, but it's always all-or-nothing. So it seems like even though the rule turns on the group, the group does not actually come on.

Any suggestions?