This book review examines Anne Roiphe's "Generation Without Memory: A Jewish Journey in Christian America," a controversial memoir exploring Jewish identity in contemporary America. The review employs critical literary analysis to assess Roiphe's autobiographical account of her quest to understand her Jewish heritage following backlash to her inflammatory 1978 New York Times article praising Christmas while disparaging Jewish traditions. The reviewer examines Roiphe's narrative methodology, which traces her journey from assimilated, secular upbringing to gradual reconnection with Jewish tradition. Key findings reveal the complex tensions between assimilation and Jewish identity, highlighting how affluent American Jews often internalize self-hatred and distance themselves from authentic Jewish practice. The review identifies significant contradictions in Roiphe's perspective, noting her simultaneous condemnation and celebration of assimilation, alongside her historical inaccuracies regarding Jewish communities and the Holocaust. The analysis concludes that while Roiphe's memoir demonstrates genuine insight into the psychological costs of assimilation and begins a meaningful journey toward Jewish reconnection, her critique of American Judaism contains legitimate concerns about its spiritual hollowness. The reviewer ultimately positions Roiphe as representative of a broader demographic of disconnected American Jews, suggesting her experience reflects widespread alienation from Jewish tradition in contemporary American Jewish communities.