Hi @coledxn ,
Our updates transfer over if the updates were made to the issue before it's converted to a project.
After the project has been created, updates on the issue don't sync, it just makes a one time copy upon project creation.
Is it possible your users are going to the issue out of habit to continue the conversation instead of going to the project? We have that issue here sometimes. I don't believe there's a fix for this other than user training.