Thanks for reporting this bug Illustrator Team really appreciate this.
We are able to reproduce this issue in house and we are investigating it .
An error occurred while saving the commentLauren commented
I have a file with 3 elements. 1 element is a basic rectangle and 2 are custom elements. In Ai 24.0 these custom elements appear as 'Path', and I am unable to use the Gradient Annotator when both are selected at once (no groups here). In Ai 23.1 I have the same elements, however the 2 custom paths appear as 'Clip Group' (each on their own layer still, both in their own 'Clip Group'). I am able to release these clipping groups, delete the clipping paths and keep the 2 custom shapes which have now become 'Path'. I am then able to use the Gradient Annotator when both are selected at once. I can't screen record but have attached images. Gradient Annotator is 'shown' on both Ais.