When Montero was a teenager, he had his first professional singing job as the lead singer of a group named "Trébol", which had a number one hit titled "Si tu Supieras" ("If You Knew").

Montero opted for a career as a solo artist shortly after this, struggling in local bars and clubs until he got his big break in 1999 when his album Donde Estas, Corazon?

In 2001, Montero joined other artists invited to the White House South Lawn for a Cinco de Mayo fiesta, where he serenaded First Lady Laura Bush.

Pablo Montero was followed by 2002's "Pidemelo Todo" ("Ask Me for Everything"), which also included a number one hit single in "Hay Otra en tu Lugar" ("There's Another One in Your Place").

He has composed the songs for various shows including Olvidarte jamás, Gata Salvaje, La Revancha, Abrázame muy fuerte, Duelo de Pasiones and the controversial movie El Crimen del Padre Amaro.

In 2008, Pablo acted in Fuego en le sangre, as Franco Reyes, one of the protagonists of the telenovela, with Eduardo Yáñez and Jorge Salinas.

In 2010 he worked in Triunfo del Amor with Victoria Ruffo, Maite Perroni, William Levy, Osvaldo Rios and Daniela Romo.

In mid-2012, a return to the character of "Coloso" in Salvador Mejía it convened to join Qué bonito amor a new version of La hija del mariachi, being his second antagonistic role / main villain next to Jorge, Danna García, Malliany Marin and Juan Ferrara.

In 2014, he was a special guest acting in Lo imperdonable as Demetrio Silveria, Martin's half brother, costarring with Ana Brenda Contreras and Iván Sánchez.