Beside a configuration Wizard I would suggest to make JRiver more self explaining
There is a plethora of options in almost each dialog and even after using JRiver form 14 on, it is often unclear to me what these options do.
In the past an attempt has been made like the Customize View dialog.
On the right is explained what it does.
A possibility is for each option selected, use this right panel to explain what it does.
If possible show what happens on the spot.
This happens e.g. when one chose "Showing alphabet" it is displayed and if one uncheck it is removed. This makes JRiver truly self explaining.
The same happen when one checks Always Show Files (I suggest Show File Panel). But if one unchecks, it stays in plays.
Unfortunately it is not possible to do this for all options, hence document them in the help panel