Entertainment & Celebrity News Today | 2 Min News | The Daily News Now! - O'Leary Bets on Chalamet, Lost to Jordan

Episode Date: March 16, 2026

Kevin OLeary, known for his role in Shark Tank, placed a $1,000 bet on Timothée Chalamet to win Best Actor at the Oscars, despite Chalamets odds being lower than Michael B. Jordans. OLeary praised Chalamets talent and stood by him despite a recent controversy. He also expressed his enjoyment of acting in Marty Supreme and plans to do one movie a year. Support the show:Get a discount at https://solipillow.com/discount/dnn. Advertise on DNN:[e-mail] This is an automated, high-level news summary based on public reporting.Report issues to [e-mail]. View sources & latest updates:https://sources.thednn.ai/0efe9addf438e225

Entertainment headlines in two minutes or less. You're tuned in to entertainment and celebrity news today. Kevin O'Leary from Shark Tank made a bold bet at the Oscars. He put $1,000 on his Marty Supreme co-star, Timothy Shalameh to win best actor. O'Leary shared this during a red carpet chat, calling Salome a great guy. Salome came up short, losing to Michael B. Jordan from Senors. Jordan entered with 58% odds on Calci, while Salome had 33%. A win would have paid O'Leary around $3,000.

Other nominees included Wagner Mora from the Secret Agent, Leonardo DiCaprio from one battle after another, and Ethan Hawk from Blue Moon. O'Leary stood by Shalame, despite a recent controversy, noting votes were cast well before it. O'Leary loved stepping into acting for Marty Supreme, working with stars like Winif Paltrow. He ignored his agent's advice and pushed out of his comfort zone to exercise his brain.

The film earned nine Oscar nods, including Best Picture and Best Director. O'Leary now plans to do one movie a year. Appreciation to our sponsor for backing this episode. When you want calm, do not reach for your phone. Lay back and listen. S-O-L-I-SoliPillow.com.