Cast Detail: Lenny Santiago

Lenny Santiago, also known as Lenny S, is a veteran music business executive who has played a pivotal role in shaping modern hip-hop culture as we know it. Hailing from the Bronx, the birthplace of hip-hop, Lenny embarked on his music career as part of the Bad Boy Records street team. His journey took a significant turn when he secured a rare internship opportunity at the emerging Roc-A-Fella Records, marking the beginning of his collaboration with Shawn "JAY Z" Carter. Working closely with the iconic rapper, Lenny contributed to the A&R process for several of Jay's multi-platinum albums, collectively amassing over 55 million records sold worldwide.

As Vice President of A&R at Def Jam, Lenny collaborated with a diverse array of artists including Ne-Yo, The Roots, Ghostface Killah, The-Dream, Jadakiss, and notably, he signed DJ Khaled, among others. In 2013, he reunited with JAY Z at Roc Nation as Senior Vice President of A&R and Artist Management. In this role, he not only signed talents such as Vic Mensa, Justine Skye, and Rapsody but also managed heavyweight figures in hip-hop like DJ Khaled and Fabolous.

With over two decades of experience in the music industry, Lenny's reputation as a respected executive led to his involvement in VH1's series "SIGNED," where alongside Rick Ross and The Dream, he played a key role in discovering and nurturing emerging talent.

Lenny Santiago, also known as Lenny S, is a veteran music business executive who has played a pivotal role in shaping modern hip-hop culture as we know it. Hailing from the Bronx, the birthplace of hip-hop, Lenny embarked on his music career as part of the Bad Boy Records street team. His journey took a significant turn when he secured a rare internship opportunity at the emerging Roc-A-Fella Records, marking the beginning of his collaboration with Shawn "JAY Z" Carter. Working closely with the iconic rapper, Lenny contributed to the A&R process for several of Jay's multi-platinum albums, collectively amassing over 55 million records sold worldwide.

As Vice President of A&R at Def Jam, Lenny collaborated with a diverse array of artists including Ne-Yo, The Roots, Ghostface Killah, The-Dream, Jadakiss, and notably, he signed DJ Khaled, among others. In 2013, he reunited with JAY Z at Roc Nation as Senior Vice President of A&R and Artist Management. In this role, he not only signed talents such as Vic Mensa, Justine Skye, and Rapsody but also managed heavyweight figures in hip-hop like DJ Khaled and Fabolous.

With over two decades of experience in the music industry, Lenny's reputation as a respected executive led to his involvement in VH1's series "SIGNED," where alongside Rick Ross and The Dream, he played a key role in discovering and nurturing emerging talent.