Conan O’Brien’s Oscars Monologue and Timothée Chalamet’s Subdued Night

Conan O’Brien’s hosting of the 98th Academy Awards on Sunday, March 15, 2026, was marked by pointed jokes at the expense of several celebrities, including Timothée Chalamet, Leonardo DiCaprio and Michael B. Jordan. The ceremony similarly saw Michael B. Jordan make history as only the sixth Black actor to win the Best Actor Oscar, whereas Paul Thomas Anderson’s One Battle After Another took home the award for Best Picture.

Chalamet’s Tricky Night

Timothée Chalamet experienced a challenging evening at the Oscars, losing the Best Actor award to Michael B. Jordan for his performance in Sinners. He also became a frequent target of jokes during Conan O’Brien’s opening monologue. Sources reported that Chalamet appeared “subdued” at post-Oscars parties, notably avoiding the Governor’s Ball where winners were celebrating.

An insider at the Vanity Fair Oscar party described Chalamet as glum, seated on a sofa while his girlfriend, Kylie Jenner, mingled with her family. He was observed wearing sunglasses indoors and did not actively circulate among guests. Chalamet and Jenner reportedly left the Vanity Fair party separately before reuniting at Jay-Z and Beyoncé’s annual Gold party.

Michael B. Jordan’s Historic Win

Michael B. Jordan’s win for Best Actor in Sinners was a significant moment, marking him as the sixth Black actor to receive the award, following Sidney Poitier, Denzel Washington, Forest Whitaker, Will Smith, and Jamie Foxx. He was visibly emotional during his acceptance speech, acknowledging the legacy of those who came before him.

Following the ceremony, Jordan was seen embracing Leonardo DiCaprio, and was celebrated by fans during an impromptu visit to an In-N-Out Burger, where he ordered two double-doubles and fries.

DiCaprio and Other Notable Moments

Leonardo DiCaprio, nominated for his role in One Battle After Another, shared a moment with Jordan after the ceremony, offering congratulations. Irish actress Jessie Buckley, who won an Oscar for Hamnet, was described as joyful and energetic, stating, “You can sleep when you’re dead.” Buckley spent time with her Hamnet co-star, Paul Mescal, who was with his girlfriend, Gracie Abrams.

Jacob Elordi, recently single, attracted attention from actresses Nicole Kidman and Teyana Taylor. Sean Penn, who won Best Supporting Actor for One Battle After Another, was absent from the ceremony, having been in Ukraine meeting with President Volodymyr Zelensky in a show of support.

Security and Party Atmosphere

Security was tight at the Vanity Fair party, with guests required to cover their phone cameras with stickers. The guest list was also reportedly more exclusive than in previous years.

Conan O’Brien also joked about security concerns related to the opera and ballet communities, referencing Chalamet’s recent comments about those art forms.