While Rabbi Simkovich's questions are very important ones, I'm at a loss to understand why this book would be the way to deal with these questions. While I have not read it and have no plans to, I have seen parts of it, as well as read several reviews, which is more than enough to convince me that this is not the book to use for these discussions. The book seems to be more directly about the author's marriage and divorce, than a thoughtful exploration of the issues of Modern Orthodoxy. If there is no better book to be found, then these questions can be discussed without a book.
Furthermore, having these discussions late in our student's high school careers may work as an exit interview of sorts, where we can learn where we are not succeeding. If however we would like to engage them in thoughtful discussions of what it means to live a religious life, and how to think about possible challenges, this needs to be addressed earlier in HS, and not through a book like this.
