George Jones
Jim Reeves
Hank WIlliams
Waylon Jennings
Willie Nelson
100

What iconic nickname was given to George Jones because of his distinct facial features?

WHAT IS THE POSSUM?

100

What was Jim Reeves' first major Billboard #1 hit, which dominated the country charts for 14 weeks in 1960?

What Is "He'll have to go"?


100

At what age did the country legend pass away?

What Is: At 29 Years old from Alcoholism?

100

How did he narrowly avoid the 1959 plane crash known as "The Day the Music Died"?

What Is: He was playing bass for Buddy Holly but gave up his seat on the fateful flight to The Big Bopper (J.P. Richardson), who was feeling ill.

100

What is the name of Willie’s battered, famous Martin N-20 classical acoustic guitar?


Hint: Same as Roy Rogers Horse 

What is: Trigger?

200

After his second wife hid the car keys to prevent him from driving while drinking, what unconventional vehicle did George drive eight miles to a liquor store?

WHAT IS A RIDE ON LAWNMOWER?

200

Reeves was known by what famous moniker?

What Is: GENTLEMAN JIM?
200

What was the name of his backup band? 

The _  _  _  _  _  _  _  _  COWBOYS

What is DRIFTING?

200

Which iconic TV series did Waylon narrate and sing the theme song for?

What is: THE DUKES OF HAZZARD

200

Prior to finding musical fame, Willie worked as a DJ and a salesman for what item?

What is BIBLES?

300

George Jones was notoriously dubbed "No-Show Jones" for what specific career habit?

WHAT IS: Missing a massive number of his scheduled concerts (such as 59 shows in 1979 alone).

300

Which musical instrument did Jim Reeves famously dislike, resulting in it being used on only one of his songs ("The Merry Christmas Polka")?

What Is: THE ACCORDIAN?

300

Which of his hit songs did he famously claim to have co-written with a blind Alabama street singer?

What Is: I SAW THE LIGHT?

300

Which famous country supergroup did Waylon form alongside Johnny Cash, Kris Kristofferson, and Willie Nelson?

What is: THE HIGHWAYMEN?

300
  • Which hit song, later made legendary by Patsy Cline, did Willie write in 1961?

WHAT IS "CRAZY"?

400

Which of his signature ballads, considered by many to be the greatest country song of all time, features the famous line, "He stopped loving her today"?

what is : HE STOPPED LOVING HER TODAY?

400

What was the title of his massive posthumous #1 hit about a young man going off to war, which was originally recorded as a demo in 1961?

What Is: DISTANT DRUMS?

400

What was the name of his son, who later became a major country music star in his own right?

Who is : RANDALL HANK WILLIAMS

or HANK WILLIAMS JR

400

Which Country Music Hall of Fame member was married to Waylon Jennings for over 30 years?

WHO IS: JESSE COLTER

400

Which 1982 duet with Julio Iglesias became a massive global hit for Willie?

WHAT IS: TO ALL THE GIRLS I'VE LOVED BEFORE

500

What was the name of the famous fellow country singer he was married to from 1969 to 1975, with whom he recorded massive hits like "Golden Ring"?

Who Is : TAMMY WYNETTE?
500

Which country music legend and good friend of Reeves attended his funeral and helped form a massive search party when the downed plane went missing for two days?

Who Is: Eddy Arnold, His Best Friend, and Ernest Tubb and Roy Acuff as Well!

500

What is the make, model, and color of the car in which he passed away?
 

What Is: A 1952 Baby Blue Cadillac.

500

Waylon was known for his customized Fender Telecaster. What distinctive color was the body, which was famously adorned with a leather cover?


AT LEAST TELL ME THE COLOR

What is a Black Fender Telecaster?

500

What artist sang the song "Seven Spanish Angels" with Willie Nelson

Who is RAY CHARLES?