Question 1

Which country music icon famously wrote and originally recorded 'I Will Always Love You,' later a global hit for Whitney Houston?

Accepted Answer

Dolly Parton

Question 2

Which crossover country artist is best known for storytelling songs like 'The Gambler' and 'Lucille'?

Accepted Answer

Kenny Rogers

Question 3

Which outlaw country singer recorded the iconic duet 'Mammas Don't Let Your Babies Grow Up to Be Cowboys' with Willie Nelson?

Accepted Answer

Waylon Jennings

Question 4

Which traditional country artist is known for hits like 'Chattahoochee,' 'It's Five O'Clock Somewhere,' and his signature cowboy hat?

Accepted Answer

Alan Jackson

Question 5

Before becoming a country music star, which artist famously worked in the oil fields and played semi-pro football before breaking through with 'Should've Been a Cowboy'?

Accepted Answer

Toby Keith

Question 6

Which member of the 'Class of '89' is known for his signature black cowboy hat and numerous hits including 'A Better Man' and 'Killin' Time'?

Accepted Answer

Clint Black

Question 7

Which country music legend, despite his immense talent and popularity, was famously fired from the Grand Ole Opry in 1952 due to his struggle with alcoholism and missed performances?

Accepted Answer

Hank Williams Sr.

Question 8

Beyond Johnny Cash, which notable figure in country music is officially credited as a co-writer of the iconic song 'Ring of Fire'?

Accepted Answer

June Carter Cash

Question 9

Which acclaimed singer-songwriter's 2015 debut solo album 'Traveler' won multiple Grammy Awards, including Best Country Album, despite its strong blues, rock, and soul influences?

Accepted Answer

Chris Stapleton

Question 10

Who was the first female artist to have a self-written, self-produced, number-one hit on the Billboard Hot Country Singles chart with her 1987 song ''80s Ladies'?

Accepted Answer

K.T. Oslin

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