Latest Adobe Illustrator CC update trouble

[RedKittieKat]

Asked twice

Being discussed over here.

Closing to prevent more double posting and confusion

Awesome new features of Adobe Illustrator CC 2019

I’m having trouble with the latest Illustrator update. Getting files to transfer to press is taking a very long time and sometimes times out the machine. These files are only 15MB so this is not a size issue. Any help would be appreciated.