I'm currently reading How to read a book and Infinite Jest. I was pleasantly surprised by the quality of the first, I've always considered myself to be a great reader, especially because I always scored exceptionally high on reading comprehension and reading speed tests in the earlier stages of my education, but it turns out my reading skills don't hold up to the smart-people-adult-world. I'm not even 100 pages in, and the book already taught me so many things around reading; how to approach complex books, how to determine whether a book is worth reading or not, how to convert the information in a book into real knowledge that you can honest-to-god understand, remember and even defend. It doesn't even stop at reading alone, it touches on other topics as well; how should you challenge yourself to increase your knowledge? How do you build a habit of reading?
Given your interest in education, it also touches on teaching to read in the beginning of the book, and shortly discusses different methods of teaching, if you haven't heard of it before, I can more than recommend it to you.
About Infinite Jest, I'm not sure what to say apart from (1) it's worth reading, and (2) that it might well be my favorite book of all time. If you haven't read it, I don't know if I can recommend it, it's not for everyone and it takes up a huge chunk of time and concentration, I've had more trouble with this book than with Gödel, Escher, Bach, and this is fiction for god's sake.
Where I was previously unable to read this book, and gave up after reading ~150 pages, thanks to "How to read a book", I picked it up again and I understand a lot better how to tackle this beast now. As a fantastic bonus, I've strongly grown my vocabulary, English-brain and reading pleasure in the process.