Sam Gold's new Broadway production of Romeo and Juliet, starring Rachel Zegler and Kit Connor, promised a Gen Z update, complete with a trendy aesthetic, Jack Antonoff's music, and heavy social media marketing. But did this modern makeover capture the essence of Shakespeare's timeless tragedy, or did it fall flat? This review delves into the production's strengths and weaknesses, examining the director's choices regarding staging, costuming, and the actors' performances. It explores whether the attempt to make Shakespeare relevant to a younger audience succeeded or if the trendy set dressing overshadowed the play's emotional core. The review compares this production to other recent interpretations of Romeo and Juliet, particularly the West End production starring Tom Holland, highlighting the contrasting directorial approaches and their impact on the overall experience. The review also includes a brief review of Alaska Thunderfuck's Drag: The Musical, offering a contrasting perspective on the effectiveness of modernizing classic stories for contemporary audiences. Ultimately, the review questions whether this production successfully modernized Shakespeare for a younger generation or if it missed the mark.