Hi bkol,
I’m not an expert in Rigify but it looks like you have animated the meta rig and added extra constraints.
I believe if you want those constraints to be added to the generated rig you have to name them a special way (with @ symbol in the name and some other business) and also make sure you have the ‘relink constraints’ activated before generating.
I wouldn’t think you could animate the meta-rig and have this copy over too (the names of the bones are different)
If you check in edit mode of the both rigs, all the feathers are correctly aligned but I think the arm bones (super tentacle) doesn’t respect the bone roll when generating.
You could try manually adjusting these to the values that they should be after you generate. Maybe that will fix it?
But as I said, I’m no expert with Rigify.
I do hope this helps you though.