I found VCarve confusing and annoying (I’m a Mac user as well), and Carbide Create has a simplicity about it which makes basic things easy, and even complex things can be done in it, esp. with the new version.
I’d suggest trying the new beta: Carbide Create Beta Downloads
and if you’re not familiar with vector drawing software please see:
and try some basic project — perhaps:
Please note that we have a standing offer — if you get stuck, let us know at support@carbide3d.com (or here!) and we’ll do our best to work through it with you — many of the tutorials here such as:
and
https://wiki.shapeoko.com/index.php/Child_Name_or_Letter_Board
came about from folks asking how to do things.
I will note that one excellent way to extend Carbide Create is to use a vector drawing program as a front-end — Serif’s Affinity Design is excellent and Mac OS X native (it was ported to Windows), or you could try Inkscape.