My picks, just based on the ones that I remember, not including things from before my time:
Award for most ridiculous doctrine and prophecy interpretation: Revalation book
Award for most poorly researched/intentionally misleading: Creation book (I now call it the evolution book because I firmly believe that anyone who reads it and the sources they use and thinks critically on the information will have no choice but to accept evolution)
Award for most likely to have been written by an illiterate teenager: Whatever the latest release is. Their quality of writing has been declining steadily over the years, so I have no doubt that they have and will continue to top themselves each year.