Opening Night Triumph at Barrymore Theater

Jake Gyllenhaal’s Broadway debut as Shakespeare’s infamous villain Iago in Othello drew a constellation of stars to New York City’s Barrymore Theater on Sunday, March 23. The actor, 44, delivered a powerhouse performance alongside Oscar winner Denzel Washington (as the titular Othello), in a production already hailed as a theatrical triumph.

Star-Studded Audience Celebrates Gyllenhaal

Gyllenhaal’s inner circle lit up the opening-night crowd, with CWEB News confirming appearances by his longtime partner, French model Jeanne Cadieu, sister Maggie Gyllenhaal, godmother Jamie Lee Curtis, and A-list friends including Samuel L. Jackson and Spike Lee.

Red Carpet Fashion: Coordinated Elegance

Gyllenhaal and Cadieu turned heads with sartorial synergy. The actor wore a silky double-breasted suit over a half-buttoned white undershirt, while Cadieu stunned in a black high-neck gown with an abstract silhouette. The Paris-based model accessorized with minimalist jewelry, including a stone-studded ring.

This marked another stylish collaboration for the couple, who previously coordinated at the 2025 Golden Globes, where Gyllenhaal was nominated for Presumed Innocent.

Private Romance, Public Glamour

Despite keeping their relationship largely private since 2018, Gyllenhaal and Cadieu have mastered the art of red-carpet appearances. CWEB News notes their discreet yet affectionate presence at premieres, awards shows, and now Broadway’s biggest night.

Family Pride and Hollywood Camaraderie

The premiere doubled as a family affair, with sister Maggie Gyllenhaal and godmother Jamie Lee Curtis cheering on Jake’s performance. Meanwhile, Samuel L. Jackson and Spike Lee—both frequent collaborators with Washington—highlighted the production’s cultural gravitas.

CWEB News Perspective: A Tony Contender Emerges

With Gyllenhaal’s cunning portrayal of Iago and Washington’s commanding Othello, this revival redefines Shakespearean drama for modern audiences. CWEB News analysts predict Tony Award buzz, praising the play’s bold direction and electrifying chemistry between its leads.