...or will reach for CLI without stopping to think is that acceptable behavior for a newbie or not.
The terminal is part of the system and a necessary tool. To assume that command line work is not needed or should be avoided is asinine. A new user SHOULD be exposed to the command line when called for and should be encouraged to use it. The command line is most often, the BEST way to solve a problem. It is perfectly acceptable in a Unix-type system to expect, even require, some command line knowledge and use to be truly "up-to-speed." If this scares a new user, then it is up to the new user to get over it or live with what they already know.