What is the best learning material(s) for $500?

Javizy Wrote:iPod touch with "Japanese", Anki and daijirin?

I recommend the grammar dictionaries by Seiichi Makino mentioned above. If you plan on taking the JLPT, then Kanzen Master grammar and Unicom listening and reading workbooks are really good. I'd take the rest to a second-hand bookshop and buy a ton of manga and short novels.

This is my recommendation. But you know you can get a shitload of these resources for free right? Depending on whether you fly the Jolly Roger.