Wordpress will not be the simplest way.
There is a learning curve to Wordpress. Not to using it so much as using Wordpress is easy, but you are going to have to know some PHP to translate web designs into the Wordpress template system. Certainly, you are going to have to know about Wordpress, too, such as the [Wordpress template hierarchy, basics about [URL="http://codex.wordpress.org/Templates"]creating templates](http://codex.wordpress.org/Template_Hierarchy), and quite a bit more. This isn't going to be an investment of a few hours. It will be much more.
Can't answer that one.
I doubt you will make a career working solely in Wordpress. Another thing I would like to add is that when clients are looking to use Wordpress, they are often looking to do other things than just have a static site and make some minor changes. They want to use plugins like e-commerce, galleries, widgets, and stuff like that. And you are going to find some people who want some work done that is going to require some real programming beyond finding and installing existing plugins.
You have got quite a bit of learning to do.