This biographical study examines the life and religious philosophy of Rabbi Max Drob (1887-1959), a prominent early leader of the Conservative Jewish movement in America. Through archival research, personal interviews, and analysis of Drob's published writings, this retrospective explores his attempts to synthesize traditional halakhic Judaism with modern American life during the formative years of Conservative Judaism. Drob, a European-born graduate of the Jewish Theological Seminary, served as president of the Rabbinical Assembly (1914-1917) and founding member of the United Synagogue (1913), advocating for what he termed "traditional Judaism" that maintained strict adherence to Jewish law while embracing modern American culture. The study analyzes his theological positions, particularly his opposition to Reconstructionist interpretations of Jewish law as mere "folkways" and his insistence on divine origin of Torah. Drawing on interviews with contemporaries including Simon Greenberg and Louis Finkelstein, the research reveals the personal and professional challenges Drob faced in maintaining Orthodox practice within increasingly non-observant congregations. The analysis demonstrates how Drob's European background, despite his efforts at Americanization, created generational conflicts that limited his ability to transmit traditional Jewish values to his children and congregants. This case study illuminates the broader tensions within early Conservative Judaism between traditional observance and modern adaptation, offering insights into the difficulties encountered by religious leaders attempting to bridge ancient faith and contemporary American Jewish life.