It was a chilly afternoon in Los Angeles on May 15, 2025, the kind of day where the breeze carried a bite despite the California sun. Greg Gutfeld, the sharp-tongued host of Gutfeld! and co-host of The Five on Fox News, was in town for a rare live taping of his late-night show at a theater in downtown LA. At 3:45 PM, after a quick lunch break, Gutfeld decided to take a walk along Spring Street to clear his head before the evening’s show. Dressed in a casual leather jacket and sunglasses, he blended into the bustling crowd—until a voice stopped him in his tracks.
“Sir, could you spare a dollar?” The voice belonged to Michael Harris, a 53-year-old homeless man sitting on the sidewalk, his weathered hands clutching a tattered cardboard sign that read, “Lost Everything—Please Help.” Michael’s graying beard framed a face etched with hardship, and his eyes held a quiet dignity despite his circumstances. A small pile of belongings—a worn backpack, a few plastic bags, and a thin blanket—sat beside him, a testament to his life on the streets.
Gutfeld paused, lowering his sunglasses to get a better look at Michael. Passersby slowed their pace, sensing something was about to happen. Gutfeld, known for his outspoken views on homelessness, had often criticized what he saw as ineffective urban policies on his show. Just a few years ago, in 2023, he’d remarked on The Five that people were “fed up” with the homeless crisis, citing frustration over sanitation issues in cities like San Francisco. But this moment was different—this was personal, not a panel discussion.
“A dollar, huh?” Gutfeld said, his voice carrying that familiar mix of humor and skepticism. Michael nodded, his expression earnest. “I just need something to eat. Haven’t had a meal since yesterday.”
Gutfeld reached into his pocket, but instead of pulling out a dollar, he took out his phone. The small crowd that had gathered—tourists, locals, and a few street vendors—watched in anticipation, expecting maybe a selfie or a dismissive quip. Instead, Gutfeld dialed a number and put the phone to his ear. “Hey, Sean, it’s Greg,” he said, his tone brisk. “I’m on Spring Street, and I’ve got a guy here who needs a meal. Can you get someone from the team over here with some food? Yeah, now.”
The crowd murmured in surprise. Sean Hannity, Gutfeld’s Fox News colleague and a fellow conservative firebrand, was on the other end of the line. Hannity, who had been in LA for a promotional event, quickly agreed, dispatching an assistant from his team with a promise to deliver food within the hour. But Gutfeld wasn’t done. He turned back to Michael, crouching down to meet him at eye level. “A dollar’s not gonna cut it, man,” Gutfeld said, his voice softer now. “Let’s get you something real.”
What happened next left everyone around him speechless. Gutfeld pulled out his wallet, took out a crisp $100 bill, and handed it to Michael. “This isn’t charity,” Gutfeld said, his tone firm but kind. “This is a start. Use it to get a hot meal, maybe a shower at one of those shelters down the road. And if you’re up for it, I’ve got a friend who runs a program that helps guys like you get back on their feet. No pressure, but I can make a call.”
Michael’s hands trembled as he took the bill, his eyes welling up with tears. “I… I don’t know what to say,” he stammered. “Nobody’s ever… thank you, sir.” Gutfeld waved off the thanks, standing up and brushing off his jeans. “Don’t thank me yet. Just take care of yourself, okay?”
The crowd erupted in applause, some wiping away tears as they recorded the moment on their phones. Within minutes, the story was all over X, with users posting videos and photos under the hashtag #GutfeldHelps. One user wrote, “Greg Gutfeld just gave a homeless man $100 and called in a food delivery—did NOT see that coming from him! 😲👏” Another added, “This is the side of Gutfeld we don’t see on TV—props to him for stepping up! 💯”
By 5:00 PM, Hannity’s assistant arrived with a bag of hot meals from a nearby diner—burgers, fries, and a couple of milkshakes 🍔🥤. Gutfeld stayed to make sure Michael got the food, even sitting with him on the sidewalk for a few minutes to chat. Michael shared that he’d been on the streets for three years after losing his job as a mechanic and struggling with addiction. Gutfeld listened intently, nodding as Michael spoke. “I’ve been saying for years we need better systems,” Gutfeld said, referencing his advocacy for structured solutions like autonomous zones for the homeless, which he’d discussed on Gutfeld! in 2023. “But sometimes, you’ve gotta start with the person in front of you.”
The story didn’t end there. Gutfeld made good on his promise, connecting Michael with a local nonprofit that provided job training and housing support. By the next day, Michael had a bed at a shelter and an interview lined up at a garage, thanks to Gutfeld’s contact. The news spread like wildfire, with local LA outlets picking up the story and framing it as a rare moment of humanity in a city often hardened to its homeless crisis. “Greg Gutfeld’s $1 Encounter Turns Into a Life-Changing Moment,” one headline read.
Hannity, back in his Florida studio, mentioned the incident on his show that night, giving Gutfeld a shoutout. “I’ve known Greg for years, and yeah, he’s a tough talker, but he’s got a heart of gold,” Hannity said, smiling. “What he did for that man in LA—that’s the America we need to see more of.”
Gutfeld, true to form, downplayed the attention when he returned to his own show. “I didn’t do anything special,” he said during his monologue on May 16, 2025, at 11:00 PM ET. “I just saw a guy who needed more than a buck. We talk a lot about fixing problems on this show, but sometimes you’ve gotta act, not just talk.” The audience cheered, and the story continued to trend on X, with fans praising Gutfeld’s unexpected compassion.
For Michael Harris, that chilly afternoon became a turning point. With the help he received, he began rebuilding his life, one step at a time. And for Gutfeld, the encounter was a reminder that even the loudest voices in media can make a quiet difference when it matters most. The city of Los Angeles—and the millions who heard the story—were left in awe, proving that sometimes, the most shocking moments are the ones that reveal the best in us 🌟.
