[3] Jive Records' Senior Vice President of Artists and repertoire, Jeff Fenster, had told Insane Clown Posse that Riddle Box couldn’t be over one hour long.

[3] Riddle Box is the third Joker's Card in Insane Clown Posse's Dark Carnival concept album series.

[4] The Dark Carnival is a concept of the afterlife in which souls are sent to a form of limbo while waiting to be sent to heaven or hell based on their individual actions.

Each of the six Joker's Cards relate to a specific character — an entity of the Dark Carnival — that tries to "save the human soul" by showing the wicked inside of one's self.

[7] The wicked see an immense fog seeping from the box, "stripping their sanity, as they witness an image of hell, spawned and formed from their own evil; a hideous reflection of their demented souls.

[7] "Chicken Huntin'", which was remixed for Riddle Box, was previously released on Insane Clown Posse's 1994 album Ringmaster.

"Dead Body Man" was previously released in 1994, on the group's second EP The Terror Wheel, in a slightly lower key.

Finally, "3 Rings" was previously released on Shaggy 2 Dope's 1994 EP Fuck Off!, with the Riddle Box version featuring a slight change in lyrics.

The album's themes revolve around death and judgement, and reveal that the fate determined by the Riddle Box can be found by looking deep within yourself, and can be changed with righteous actions.

[8] The song "12" tells of a misplaced execution in which the person killed takes vengeance on 12 jurors who were involved in sentencing him to death.

[3] Insane Clown Posse then funded its own promotion of Riddle Box independently in Dallas, Texas, where it persuaded several music retail stores to stock the album.

[3] Jason Anderson from Allmusic stated that "Perhaps ICP's more dynamic delivery and second-rate Cypress Hill aesthetic elevates Riddle Box just above its predecessors, but all of the group's musical work is so far below any reasonable rap/rock standard that it hardly matters."

and picked "Chicken Huntin' (Slaughter House Mix)", "The Joker's Wild" and "Ol' Evil Eye" the best tracks of the album.