From religious Purim plays to Broadway stages, Yiddish theater emerged as a powerful cultural force that shaped Jewish artistic expression across continents. Examining Nahma Sandrow's "Vagabond Stars: A World History of Yiddish Theater" alongside two additional scholarly works, this historical and literary analysis traces how Yiddish drama transformed from medieval religious performances into a comprehensive artistic medium during the Enlightenment. As Yiddish became the primary literary vehicle for Central and Eastern European Jews, Abraham Goldfadn's groundbreaking 1863 performance of "Serkele" established him as modern Yiddish theater's founding figure. His subsequent three-decade career produced fifty plays that resonated throughout global Yiddish-speaking communities, with his musical compositions entering folk tradition and his character types becoming embedded in popular vocabulary. Following massive Jewish immigration between 1881-1903, New York's Lower East Side emerged as the new epicenter of Yiddish theatrical culture. While this vibrant tradition provided crucial artistic expression for immigrant communities, declining Yiddish language usage has increasingly confined this rich cultural heritage to the realm of historical scholarship and preservation efforts.