tested on free cwp
step by step to test
- create package 500MB with name "500"
- create package 300MB with name "test300"
- create user with packaged "500"
- upload files 300MB
- check quota 400/500
- i change the user package to "test300"
- check quota 400/300 and red flag
- from user panel i open file manager and i upload 56MB files
Success!!
i have cwp pro... not tested on pro yet...