Rabbis and educators are rightly fearful of raising difficult theological, scientific or philosophical questions. Job # 1 is to avoid creating problems for some where none exist. But the result is that some young people feel their own inner questions are inherently delegitimized. They see that all of the representatives of the mesorah seem so sure and positive about everything, when they themselves feel that the issues are complex. For these individuals—and they don’t always wear signs identifying themselves as such—an admission of struggle by a respected Torah personality would actually be a validating and strengthening posture.
Rabbi Dr. Josh Berman, “Why Are Young People Leaving Religion?”, Torah Musings (10 August 2015) [http://www.torahmusings.com/2015/08/why-are-young-people-leaving-religion/]