The only thing I do differently is tell Extension Manager to overwrite all files (saves a lot of time) because the files are mostly support image files that have a different date but haven't changed. I don't think the way you described is the problem, it just takes longer.
Someone else on a Mac was having similar issues and they opened a support ticket for them. Unfortunately they might have to do the same for you. I'm not a Mac guy so I really don't know.