Reddit mentions of The Idea Writers: Copywriting in a New Media and Marketing Era

The Idea Writers - Tons of Case Studies, but they're all told excellently.

It's Not How Good You Are, It's How Good You Want To Be - Inspiration not to settl and to do great work.

Baked In - A lot like an updated Purple Cow. All about integrating product, management, and marketing.

Blink or Tipping Point - About the little things that cause shifts in culture to happen.

Also, some Seth Godin action never hurts. Definitely recommend his blog.

If you want more "How to make ads" type stuff there are more down that path, too. Just let me know.

read:
The Idea Writers
http://www.amazon.com/Idea-Writers-Copywriting-Marketing-Advertising/dp/0230613888
Winning The Story Wars
http://winningthestorywars.com/

both are recent.
Ogilvy is a classic for sure. Ogilvy is great on the craft of writing

Everything I did for my coffee shop had to be free or very very cheap. They were very emotionally supportive but not all that financially supportive. Mostly I did stuff like offering free drinks on Twitter and Facebook to anyone who could recite Ice Ice Baby by heart or who brought in a baby Jesus stolen from a manger scene. I made funny signs encouraging people to sit together. Just tried to be creative and make myself laugh.

As far as breaking into the industry, I would say the best thing you can do is make interesting stuff. If you have an idea for a blog, do it. I have a copywriter friend who has a blog of pictures of people first thing in the morning. So simple but also kind of brilliant. Creative directors love stuff like that. One of the coolest things about this industry is that it really does not matter how much experience or training you have. If you can demonstrate an ability to consistently have good ideas and carry them out, you will absolutely get a job.

If I was just starting out (and not married) I would apply for WK12 through Wieden+Kennedy. People who get accepted don't have to apply for jobs ever again, jobs apply for them. I would also recommend reading up on the industry, Hey Whipple Squeeze This by Luke Sullivan is the classic place to start. And The Idea Writers by Teressa Iezzi is excellent and a little more up to date.

I'm going to PM you a link to my personal portfolio, which I made specifically to get my current job. I'd never done anything like this before and had zero training/experience. I really just pulled it all out of my ass in about a week and a half but I've gotten really positive feedback about it. I hope this helps. Keep me updated, if you feel like it. And please feel free to ask as many questions as you can think of.