If you grew up in the South, you’ve probably heard Gregg Russell sing. If you were lucky enough to vacation on Hilton Head Island, South Carolina, you’ve probably heard it live. He’s been singing for kids and their families in Harbour Town under a 300-year-old oak tree since 1977. Two of those kids grew up and made a movie about him. The Gregg Russell Story became the #1 trending documentary on Apple TV earlier this summer.
After nearly 50 years of lugging his guitar all over the world as a singer, actor, and entertainer, Gregg considers himself semi-retired. He still loves to perform, but now he has more control over when and where. He’s carved out more time to spend time with family, write children’s books, and even a real estate side business.
Gregg is definitely known for his music, but as he told me, he made his living in between the songs. And even if that set list is a bit shorter these days, he still hits all the right notes.
00:00-The Legend of Hilton Head
07:52-Celebrity Encounters
10:59-Gregg in the Movies
13:04-Talent Runs in the Family
16:23-Semi-Retired
20:43-Singing Under the Oak Tree
27:01-Writing & Investing
29:45-Show Business
41:27-Relief in Semi-Fame
47:31-Advice for the Retirement Phase
50:17-The Gregg Russell Story
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