Rolling Loud Cast

Upcoming Comedy Film Rolling Loud Starring Owen Wilson, Matt Rife and More

The upcoming comedy film Rolling Loud, starring Owen Wilson and Matt Rife, has received an exciting update. Sexyy Red, Ty Dolla Sign, and Ski Mask The Slump God have been added to the cast of the highly anticipated project. As if the lineup wasn’t already impressive, Henry Winkler has also joined the film, Variety reported on Tuesday (March 4).

Several scenes were shot during last year’s Rolling Loud Miami, with production currently underway in Atlanta. According to the publication, the film is “inspired by the true story of an overprotective father [played by Wilson] who, in an effort to be a cool and favorable Dad, sneaks his 13-year-old son [played by Christian Conver] into a music [festival].”

Why ‘Rolling Loud’ Could Be a Hit on the Big Screen

Depending on how it’s executed, Rolling Loud has the potential to be a major success among Hip Hop fans. For one, its R-rating suggests that it won’t be watered down to cater to a broader audience. Additionally, the film boasts a star-studded cast, opening the door for unexpected cameos.

Owen Wilson and Matt Rife

Wilson’s previous work includes Wedding Crashers alongside Vince Vaughn, the Zoolander series, and the action-packed western comedy Shanghai Noon.

What’s Happening With the Rolling Loud Festival While Fans Wait for the Film

Although Rolling Loud doesn’t have a set release date, it is scheduled to arrive sometime in 2026. Meanwhile, the festival itself is preparing for a stop at Inglewood’s Hollywood Park Grounds on March 15 and 16. ASAP Rocky will headline the first night, while Playboi Carti is set to close out the second. Other performers on the lineup include Sexyy Red, YG, Ski Mask The Slump God, Ken Carson, Blxst, and more.

As always, Rolling Loud is expected to return to Miami later in the year. However, New York has remained a difficult market for the festival’s organizers—after canceling the 2023 edition, they opted not to return in 2024.

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