I've not really been impressed with ITunes altogether. It really needs more suggestions or references when one find a category or album they lack. I'm wholey unimpressed by the Latin (Brasilian) selection, I think my grandma would have thought it was old. Spanish music OTOH ius pretty good there. Then again, I'm finding out that there's this thing called "American Culture" that's pretty dominent outside of South Florida.
I like the Iphone so much, after buying it for my wife we've found it to be an indispensible tool with the proper apps. I may buy one myself. The "Talk Radio" app will let you stream conservative radio shows from whereever they are airing. Might be worth upgrading to the family plan.
Apple has all the major labels on board, so if a specific artist or song is missing, blame the smaller holdout labels for not signing a deal.
Check out the iheartradio app, I find it to be the best app of its kind available on the iPhone. It’s also free, and covers more types of radio than just talk radio.