I'm sorry - "keep to your Java roots" and "jQuery"?
They have nothing to do with each other. Syntax, programming paradigms, typing... how the heck did this comment get upvoted?
And using a CMS... god. I'm a contractor. About half my work is taking fugly sites hacked together using "plugins" for WordPress and making them actually work (using Rails, in my case). You'll learn almost nothing from putting up a WordPress site, except how frustrating it is to try to pick a set of plugins that mostly get you what you want done without making a mess of the site.
WordPress is a blogging platform with delusions of general purpose usage. Can't speak to Joomla etc., but I'd be amazed if you didn't regret trying a one-and-done CMS solution to a custom web app problem.
WordPress is the DreamWeaver of our age.