Like a lot of people my age, I grew up listening to The Beatles.
As a native Floridian, Jimmy Buffett just reminds me of home. Ask me about how I was introduced to his music sometime.
What can I say. The Boss is cool!
From the first time I heard "All I Want To Do", I was a Sheryl Crow fan. Her music reminded me of that which I listened to in my youth. Both she and Hootie and the Blowfish were refreshing to me in the 90s.
I've always like Kris Kristofferson's music. It just hits me at a basic level. (Also like his buddies Johnny Cash, Waylon Jennings, and Willie Nelson.)