Question 1

True or false: His 2016 album was inspired by a letter to his newborn son.

Accepted Answer

True. 'A Sailor's Guide to Earth' is a concept album framed as a letter of advice to his infant son, exploring fatherhood and mortality.

Question 2

True or false: He voiced a character in the animated series 'The Simpsons'.

Accepted Answer

False. Despite the similar name, Sturgill Simpson has never voiced a character on 'The Simpsons'. The confusion is purely coincidental.

Question 3

True or false: Simpson won a Grammy for Best Country Album in 2017.

Accepted Answer

True. His album 'A Sailor's Guide to Earth' won Best Country Album at the 2017 Grammys, beating out mainstream country heavyweights.

Question 4

True or false: Sturgill Simpson is a distant cousin of country legend Hank Williams.

Accepted Answer

False. No verified familial relation exists between Simpson and Hank Williams. This rumor likely stems from Simpson’s traditional country sound.

Question 5

True or false: He performed the national anthem at a NASCAR race in 2021.

Accepted Answer

False. Simpson has not performed the anthem at NASCAR. He did, however, perform at the 2021 Kentucky Derby, which might cause confusion.

Question 6

True or false: He once worked as a railroad brakeman before his music career.

Accepted Answer

True. Before music, Simpson worked for CSX Transportation as a brakeman and conductor on freight trains in Kentucky and West Virginia.

Question 7

True or false: Simpson turned down a role in the 'Star Wars' franchise.

Accepted Answer

False. There is no evidence he was offered a 'Star Wars' role. This myth may have started due to his sci-fi themed album 'Sound & Fury'.

Question 8

True or false: Sturgill Simpson has a black belt in Brazilian Jiu-Jitsu.

Accepted Answer

True. Simpson earned his black belt under instructor James Foster. He’s a longtime martial artist and even teaches classes when not on tour.

Sturgill Simpson Trivia Questions