#19: Trisha Yearwood and Kenny Chesney
Trisha Yearwood Net Worth: $400 million
Kenny Chesney Net Worth: $250 million
Trisha Yearwood and Kenny Chesney, with $400 million and $250 million, respectively, are country music heavyweights. Yearwood’s wealth comes from her successful singing career and ventures into cooking with bestselling books and a Food Network show.

Chesney, known for hits like “No Shoes, No Shirt, No Problems,” has earned millions through touring and merchandise. While Yearwood thrives on her versatility, Chesney’s relentless touring schedule boosts his earnings. Both define the heart of country music’s enduring appeal.