[2] Joel Alexis "Jowell" Muñoz Martínez was born in Springfield, Massachusetts, U.S.A. on March 3, 1982[3] and was raised in Cataño, Puerto Rico, one of the island's poorest municipalities.

[7][8][4] Vico C (born Luis Armando Lozada Cruz on September 8, 1971) is cited as a pioneer of underground rap music in Puerto Rico during the mid- to late 1980s, playing a very influential role in the development of the genre.

[9][10] Jowell's first recording session was in 1996 for Los Fugitivos at a studio in Levittown, Puerto Rico alongside other rappers including Nicky Jam, Master Joe & O.G.

[8] Jowell's first commercial mixtape was The White in 1998, in which he took part with the song "No Has Encontrado" alongside Caimito-based rapper Baby Killer,[5] who was his duo partner for some months until his retirement.

[8] Later that year, Jowell was featured on DJ Flavor's mixtape Megatron Sex with the song "Yo Tengo Una Notita",[5] which became popular in Puerto Rican nightclubs.

[8] Randy's first solo album appearance was on Operación Sandunga with the song "Siéntelo Mujer",[8] which was going to be part of the mixtape's promotion through radio and television, but was cancelled after the producer's murder.

[14] In 2002, Jowell & Randy signed a three-year contract with Iván Joy on his record label, Diamond Music, and their first album appearance was on The Majestic through the song "Todavía Recuerdo".

[5][14][8] The duo invested for a low-budget music video[14] and managed to include the song on Audio Activa 102.3, a radio station located in the west area of Puerto Rico, in exchange for recording jingles.

[8] Jowell & Randy's first single released under their new record label was "Agresivo" featuring fellow Puerto Rican rapper Arcángel from the album La Calle, Vol.

[33] In 2006, Elías de León along with A&R of White Lion Records Carlos "Karly" Rosario proposed to assemble a reggaeton quintet composed by Jowell & Randy, J King & Maximan and Guelo Star.

The group was named Casa de Leones and remained active until 2008, releasing one namesake studio album on June 26, 2007, under Black Lion Entertainment Inc and Warner Music Latina.

[39] It was originally written and recorded in 2004 by Jowell, Randy and Puerto Rican producer DJ Blass, who brought the idea from France and suggested a fusion between urban and soca music.

Jowell & Randy's debut studio album as duo, titled Los Más Sueltos del Reggaetón, was released on December 18, 2007, under White Lion and Warner Latina.

[48] Its lead single, "Un Poco Loca", was released during late 2007 and featured fellow reggaeton singer and songwriter De La Ghetto, but did not enter any Billboard chart.

[69][70] In the Americas, Jowell & Randy performed in Chile, Colombia, Costa Rica, Dominican Republic, Guatemala, Honduras, Mexico, Nicaragua, Panama, Venezuela and the United States.

[100] During late 2012, Puerto Rican disc jockey and producer DJ Secuaz approached Jowell & Randy in order to convince them to record underground reggaeton tracks.

[104] Five days later, Jowell & Randy reunited with various reggaeton acts including Julio Voltio, J King & Maximan, Falo, Yomo, Guelo Star, Isaak, Watussi, Chyno Nyno and Divino in order to record a tribute song titled "Que Descanses En Paz" (Spanish for "Rest in Peace").

[105][106] The music video of the remix version of "Hey Mister", a track from Pre-Doxis, premiered on April 13, 2013, and featured Falo, Mr. Black, Los Pepe and Watussi, and was dedicated to DJ Secuaz.

[114] El Imperio Nazza: Doxis Edition was released on January 26, 2013, and featured Daddy Yankee, De La Ghetto, Ñengo Flow, Luigi 21 Plus, Polaco, Reykon, Angel & Khriz, Tony Lenta, J Álvarez and Jory.

The fourth single, "Báilalo A Lo Loco" (featuring Mexican trio 3Ball MTY), peaked at number 12 on Billboard's Latin Rhythm Airplay chart on January 4, 2014.

[133][134][135] In the Americas, Jowell & Randy performed in Argentina, Chile, Colombia, Ecuador, Honduras, Mexico, Panama, Paraguay, Peru, the United States and Venezuela.

[146][147] The last music video from Under Doxis was "Pa' Los Moteles", which was filmed in Santo Domingo, Dominican Republic in August 2014, premiered on April 4, 2015, and was directed by JC Seven.

[150][152] Later that month, Jowell & Randy announced their first collaboration with Vico C, to whom they gave a plaque during their concert at the José Miguel Agrelot Coliseum, acknowledging his contribution to reggaeton music.

[156] Both records were published under independent label Well Done Music and separately featured Wiso G, Los Perchas, Ñengo Flow, Watussi and Trebol El Artista.

[159] The album featured Arcángel, De La Ghetto, Álvaro Díaz, Guelo Star, John Jay, Jowell, Vinny Rivera, Ken-Y, Mackie, Maicol and Rafa Pabón,[157] and was mostly produced by Jorgie Milliano.

[2][163] They served as special guests by Albert II, Prince of Monaco and Caroline, Princess of Hanover, with whom they talked about the cultural themes linking Latinos to Europe.

[172] "Un Poquito Na' Más" (featuring Tego Calderón) premiered on October 14, 2016, was shot in San Juan, Puerto Rico and was directed by Carlos Martin.

[177] They had reunions on various occasions after their separation, including guest features on remix versions of "Iglesia del Perreo" by Juno and "En Serio" by Yomo in 2010 and 2012, respectively.

[179][180] In October 2012, Jowell & Randy and Guelo Star were featured on the remix version of "Que La Nota Le Suba" by J King & Maximan, in whose outro was mentioned an upcoming album by the group, scheduled to be released in 2014, but it never did so.

[181][182] In April 2017, J King & Maximan and Guelo Star were featured alongside Puerto Rican rapper Alexio on the second remix version of "Guadalupe" by Jowell & Randy.