I would love to have gotten an answer regarding the second half of my post about the Live Update thing.
The Live Update will never perform all steps, unless you have all FSDT products installed all at the same time. When it's done with all the steps for the products you have, it will automatically quit, and this is normal.
This behavior has been explicitly suggested by users that start the FSDT update as part of an automated process to the start the simulator, so they didn't want it to be interrupted by things like message boxes saying something like the update completed.
That is only in the Live *Update* interface. The same program has the *Installer* interface (it's the same app, with two interfaces), which instead will let you check what's going on, and won't exit automatically.