The book uses eight questions found in the Bible to explore the human journey from cradle to grave, confronting such important existential experiences and themes as mortality, responsibility, forbidden knowledge, sin, and the afterlife. By interweaving texts from the Bible, commentaries, philosophy, psychology, and literature with his own experiences, Goldstein also meditates on midlife.
Goldstein is Rabbi Emeritus of The New Shul, where he served as its spiritual leader from its founding in 1999 until 2009. Prior to The New Shul, Niles was a senior fellow at CLAL: The National Jewish Center for Learning and Leadership, a program officer at The Steinhardt Foundation, and the assistant rabbi at Temple Israel in New Rochelle. He is a member of the Central Conference of American Rabbis and the New York Board of Rabbis.