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Who is the Radio Man of Hollywood That Has the Respect of Matt Damon, Samuel L. Jackson, Johnny Depp and Many Stars

Are you ready to hear the rags-to-riches—ok, maybe not riches, but certainly fame—the story of the most famous homeless movie star in Hollywood? Meet Craig Castaldo, better known as Radioman, the bearded vagabond of New York City who’s more of a fixture in Tinseltown than the Hollywood sign itself. 

Who is the Radio Man of Hollywood That Has the Respect of Matt Damon, Samuel L. Jackson, Johnny Depp and Many Stars
Craig Castaldo, the Radioman | Credit: YouTube

Well, ever wondered how a homeless man can win the respect and friendship of top-tier celebrities like Samuel L. Jackson, and Johnny Depp? Well, they say the only difference between stumbling blocks and stepping stones is how you use them, and Radioman has turned his obstacles into hallmarks of fame.

Armed with his trusty radio strung around his neck—a quirk that earned him his moniker—Radioman has been a background actor in NYC since 1989, starring in more films than you’d believe. Even a documentary on him, Radioman, takes a wise look into this gentle soul’s life.

Meet Radio Man of Hollywood: The Tale of Craig Castaldo

Craig Castaldo, affectionately known as Radioman, is a distinctive presence who blends into the background of over 300 films and TV shows while standing out with his unique flair.

His story is anything but ordinary. After serving in the Vietnam War and working for the U.S. Postal Service, life took a wild turn (via NY Times). He spent almost two years homeless, often taking refuge in Penn Station, before landing a job at a newsstand and eventually securing subsidized housing in Brooklyn. Sometimes, it seems like he was born under a lucky star, even if it took him a while to find it.

His filmography reads like a veritable who’s-who of Hollywood. You might have seen him in Shutter Island, Elf, The Departed, and Godzilla. He’s popped up in The Bourne Trilogy. It’s no wonder his face is familiar—even if he’s usually in the background!

Radioman, who battled alcoholism and homelessness, landed roles in Shutter Island, Elf, and TV shows like 30 Rock.
Craig Castaldo, the Radioman | Credit: YouTube

On the TV front, he made appearances on 30 Rock, the popular sitcom starring Tina Fey and Alec Baldwin. Similarly, in It’s Always Sunny in Philadelphia, Radioman makes a cameo, further establishing his reputation as a familiar face in the background of various television settings. 

His extensive list of film appearances also includes appearances in other notable films such as Just My Luck, Romance & Cigarettes, Two Weeks Notice, Keeping the Faith, Ransom, Big Daddy, Mr. Deeds, The Secret Life of Walter Mitty, The Other Woman, and Glitter. Each of these appearances, while often fleeting, contributes to the vibrant, lived-in feel of the films’ settings.

How did he get there? Well, as the saying goes, “Sometimes, you have to make your own luck”. Radioman’s first brush with fame happened when he was asked to move for a film shoot at his newsstand (NY Times). When he refused, he ended up being part of the scene.

The Man Behind the Radio: How He Turned Dream into Hollywood Stardom

Radioman’s life is the stuff of urban legends. After battling alcoholism and a stint in a psychiatric hospital, he emerged with renewed vigor (per NY Times). He began visiting film sets in 1989, armed with his trusty radio and an uncanny ability to locate movie shoots. Per the outlet, he even had a knack for knowing “whos, whens, and wheres” of almost every film production in New York. 

He is respected by stars like Matt Damon, Samuel L. Jackson, and Johnny Depp, who admire his unique charm.
Craig Castaldo, the Radioman | Credit: YouTube

His unique blend of brashness and charm made him a beloved figure among many. Josh Brolin recalls (via THR), “When I go to New York, the first thing I think of is, ‘When am I going to see Radio?’” Meanwhile, George Clooney fondly remembers Radioman’s jabs delivered in a playful “Lucky Charms accent,” and Meryl Streep describes him as “the most loyal, loving movie guy there is.” 

Even Samuel L. Jackson once pointed out Radioman during an interview, offering his own nod of respect.

Craig Castaldo’s unique place in Hollywood was spotlighted in the documentary Radioman, which premiered in April 2012. Directed by Mary Kerr, the film won the Grand Jury Prize at Doc NYC and featured a slew of Hollywood heavyweights, including Tom Hanks, Streep, Matt Damon, and Johnny Depp. The documentary delves into Radioman’s extraordinary journey from living on the streets to becoming one of the legendary figures in the film industry.

And while he’s still an essential part of the NYC film scene, his story proves that sometimes the best roles are the ones we didn’t even know we were auditioning for!

Radioman is currently streaming on Hoopla.

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