Bad, Bad Leroy Brown

The song's titular character is a 6-foot-4-inch (1.93 m) tall man from the South Side of Chicago whose size, attitude, and tendency to carry weapons have given him a reputation for which he is adored by women and feared and respected by men. He is said to dress in fancy clothes and wear diamond rings, and to own a custom Lincoln Continental and a Cadillac Eldorado, implying he has a lot of money. He is also known to carry a .32 caliber handgun in his pocket and a razor in his shoe (shown in the music video as an old-fashioned straight razor). One day in a bar he makes a pass at a pretty married woman named Doris, whose jealous husband engages Brown in a fight. Leroy loses badly and is described as looking "like a jigsaw puzzle with a couple of pieces gone".

The story of a widely feared man being bested in a fight is similar to that of Croce's earlier song "You Don't Mess Around with Jim".^[5]

According to Billboard, it is "filled with humorous lines and a catchy arrangement".^[5] Cash Box described it as "a delightful new single in the same musical vein as his 'You Don't Mess Around with Jim' smash that started his career".^[6] Record World called it "another story-song similar to the one that started it all for [Croce], 'You Don't Mess Around With Jim'".^[7]

Croce's inspiration for the song was a friend he met in his brief time in the US Army:

I met him at Fort Dix, New Jersey. We were in lineman (telephone) school together. He stayed there about a week, and one evening he turned around and said he was really fed up and tired. He went AWOL, and then came back at the end of the month to get his paycheck. They put handcuffs on him and took him away. Just to listen to him talk and see how 'bad' he was, I knew someday I was gonna write a song about him.^[8]

He told a variation of this story on The Helen Reddy Show in July 1973:

This is a song about a guy I was in the army with ... It was at Fort Dix, in New Jersey, that I met this guy. He was not made to climb the tree of knowledge, as they say, but he was strong, so nobody'd ever told him what to do, and after about a week down there he said "Later for this" and decided to go home. So he went AWOL—which means to take your own vacation—and he did. But he made the mistake of coming back at the end of the month to get his paycheck. I don't know if you've ever seen handcuffs put on anybody, but it was SNAP and that was the end of it for a good friend of mine, who I wrote this tune about, named Leroy Brown.^[9]

Croce explained the chorus reference to Leroy Brown being "meaner than a junkyard dog":

Yeah, I spent about a year and a half driving those $29 cars, so I drove around a lot looking for a universal joint for a '57 Chevy panel truck or a transmission for a '51 Dodge. I got to know many junkyards well, and they all have those dogs in them. They all have either an axle tied around their necks or an old lawnmower to keep 'em at least slowed down a bit, so you have a decent chance of getting away from them.^[8]

North American 7" Single (ABC-11359)^[10]

1. "Bad, Bad Leroy Brown" – 3:02
2. "A Good Time Man Like Me Ain't Got No Business (Singin' The Blues)" – 2:03

UK 7" Single (Vertigo 6073 258)

1. "Roller Derby Queen" – 3:28
2. "Bad, Bad Leroy Brown" – 3:02

International 7" Single (Vertigo 6073 256)

1. "Bad, Bad Leroy Brown" – 3:02
2. "Hard Time Losin' Man" – 2:24

According to liner notes of the album

The recording session that produced the song was one of several for Croce which employed session drummer Gary Chester.^[11]

"Bad, Bad Leroy Brown" entered the charts in April 1973 and peaked at number one on the American charts three months later. It was still on the charts on September 20 when Croce died in a plane crash in Natchitoches, Louisiana. It was the second #1 song on the Billboard Hot 100 pop singles chart to include a curse word ("damn") in its lyrics, after the "Theme from Shaft".

The song was covered by Frank Sinatra as the closing track on his 1974 studio album Some Nice Things I've Missed, which mostly consisted of covers of popular songs released during his brief retirement in the early 1970s. Sinatra's version was released as a single on Reprise Records in March 1974^[24] and was a minor hit in the US, peaking at Number 83 on the Hot 100 that June.^[25] As with most tracks on the album, Sinatra's version was produced and conducted by Don Costa.^[26] Sinatra's version also reached Number 106 in the Cashbox charts and Number 31 on the US Adult Contemporary charts, the highest chart position for Sinatra's version.^[27]

In 1974, the song was adapted into French as "Bye Bye Leroy Brown" by Michel Mallory and was recorded by French pop singer Sylvie Vartan and was released as a non-album single on RCA Records in June 1974.^[30][31] Vartan's version peaked at peaked at Number 17 on the French Belgian charts on September 14, 1974.^[32]

• Queen recorded a sequel of sorts to the song called "Bring Back That Leroy Brown" on their 1974 album Sheer Heart Attack.^[34]