2 problems in CC2020 on Mac OSX 10.15.1:
1. Gradient annotator doesn't show on expanded shapes
2. gradients inconsistently applying -- see attachment
Apologies for the inconvenience caused to you due to this issue.
We are unable to reproduce this issue in house.
Can you help the Illustrator team to isolate this issue further so that we can nail this down?
If yes, then please let me know the following:
1)Kindly provide some video , Test file(Via File→Package) & some steps with which you are facing issue and share with us .
2) Is this file specific or happens with any object in a newly created file also?
3) Kindly share your preferences folder with us in a zip File
MAC: /Users//Library/Preferences/Adobe Illustrator 24 Settings//
Win: C:\Users\AppData\Roaming\Adobe\Adobe Illustrator 24 Settings
Kindly share the requested information at ShareWithAI@adobe.com in a Zip file.
Please mention the title of this issue as the subject of the mail.
Thanks and Regards
Here is the video you guys asked for. I also sent you an email with this