Absolutely, in answer to both questions.
About file uploads. As Kevin mentioned, we cover it in the second chapter with the discussion of
servlets. We give a teeth cutting example of actually parsing out an uploaded file, and we also give the counter example of using a file upload API (Jakarta Commons File Upload API) to make your life relatively easy.
About latest specs. Yes, the book covers up to and including
JSP 2.0 and Servlets 2.4. Kevin and I helped make these specifications, and that is one of the main reasons we thought it would be a good idea to get together and make a book about the topics. It is also the reason this book is out so quick...we've been knee-deep in JSP 2.0 and Servlets 2.4 for nearly forever, even though the specs just recently were finalized.