The main strength of this book is that it is an excellent resource for doing comparative studies between Jesus as presented in the Gospels and the Rabbis as presented in the Rabbinics. Each of Jesus' parables is put against the backdrop of similar parables told by different Rabbis in the Talmud and other Rabbinic writings. It's interesting to see the overlap between the two which is, at points, quite substantial.
Young is quite adamant in his view that Jesus must be dropped back into the world of second temple Judaism. While context does create meaning, the main fault that I have with Young's approach is that by using the Rabbinic writings as the main source of comparison, whole bodies of Jewish literature are overlooked (he does bring the Dead Sea Scrolls and the Pseudepigrapha in at points, but the bulk of the book deals with Jesus and the Rabbis). So, while there are strengths to this approach, there are also weaknesses; Rabbinic Judaism is hardly representative of the Judaisms of Jesus' day. Furthermore, Jesus wasn't a rabbi like Hillel or Akiba, so the usefulness of comparisons primarily between the Gospels and Rabbinics is further diminished.
Dr. Young also seems quite interested in debunking the allegorical interpretations of the parables of Jesus as taught by early church fathers such as Origen. While this may help to clear up the meanings of the prables from a historical perspective, is it really necessary to do so? One can teach accurate history without debunking the views of others. The result ends up being that Young comes across as rather argumentative and standoff-ish and overall it is just plain annoying to read.
I would recommend Young's book to anyone interested in a comparison between Jesus' parables and those of the Rabbis - in this area, Young hits the bull's eye. However, as a book about Jesus' parables where the goal is less to contrast and compare than to enlightend and educate, Young hits a little too left of center.