In a world obsessed with the new, the fast, the trending, there’s something timeless about the men and women who shaped the entertainment industry long before social media, streaming platforms, or modern celebrity culture existed. As 2025 rolls on, some of the oldest living stars in Hollywood and beyond remain powerful reminders of where modern entertainment came from — and how much of it was built on their shoulders. Nearing 103, standing at the edge of an entire century of cultural change, these icons continue to pull audiences in with the same gravity they carried decades ago. One of the most remarkable names on that list is Ray Anthony, now 103 years old. A legendary bandleader and the last surviving member of the original Glenn Miller Orchestra, he embodies a piece of American music history that most people today only know through films or dusty vinyl collections. His career stretches back to the golden age of big band music — the era of elegant dance halls, grand orchestras, and the unmistakable sound of swing that defined a generation. Anthony didn’t just live through that time; he helped build it. And even now, well past the age when most people slow down, he remains a symbol of that music’s staying power. Then there’s June Lockhart, whose presence on television shaped childhoods ac