What Happened to Fonzworth Bentley's Diverse Career? Life After Diddy

Fonzworth Bentley started out as Diddy's assistant, but he has built an expansive career from his humble beginnings.

Alizabeth Swain - Author

Apr. 1 2024, Published 9:24 a.m. ET

Fonzworth Bentley attends the 2015 BET Awards press room on June 28, 2015
Source: Getty Images

In the ever-evolving landscape of hip-hop and entertainment, few stories are as intriguing and multifaceted as that of Derek Watkins, known professionally as "Fonzworth Bentley." Once synonymous with the image of a dapper gentleman by Sean "Diddy" Combs's side, Fonzworth's career trajectory has taken several unexpected turns, leading many to wonder: what happened to Fonzworth Bentley?

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From facing legal challenges in his early years to transforming into a rapper, actor, television presenter, and author, Fonzworth's journey is a testament to resilience and reinvention.

Who is Fonzworth Bentley and what happened to him?

Faune Chambers and Fonzworth Bentley attend the 2016 BET Awards at Microsoft Theater on June 26, 2016
Source: Getty Images

Fonzworth was born Derek Watkins on Feb. 13, 1974, in Atlanta, Ga. He's a remarkable figure in the realms of entertainment and culture. His journey from the polished gentleman often seen by Diddy's side to a multi-dimensional artist showcases his diverse talents and relentless drive for personal and professional growth.

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His creative prowess extends to contributing as a writer on several acclaimed Kanye West albums, including the innovative Yeezus and The Life of Pablo. Beyond his musical endeavors, Fonzworth has lent his talents to ABC's popular series black-ish, both as a songwriter and producer. He has even choreographed a promotional video for its spin-off, grown-ish.

As an artist, Fonzworth's influence extends beyond the confines of any single genre. His music career, highlighted by collaborations with influential artists such as Kanye West, and his own musical projects, including his debut album "C.O.L.O.U.R.S.," reflect his versatile artistry and unique voice in the music industry, per The Things.

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Fonzworth Bentley has built a successful and expansive career.

Fonzworth Bentley at the BET Hip Hop Awards in 2009
Source: Getty Images

Before Fonzworth became a recognized figure in music, television, and literature, he served as Diddy's personal assistant and valet. This role not only placed him in the inner circle of one of hip-hop's most influential figures but also set the stage for his own career evolution.

Fonzworth has made his mark in television and film. He hosted MTV's From G's to Gents, a reality show aimed to transform rough-edged men into refined gentlemen, reflecting Bentley's personal brand of combining style with substance. His acting credentials include roles in films like Honey (2003) and Waves (2019), further demonstrating his versatility as an entertainer.

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He shares a beautiful life with his wife, Faune Chambers Watkins, an accomplished actor and dancer. The couple exchanged vows in a heartfelt ceremony on July 10, 2010. Fonzworth and Faune have two children. Their first child is a daughter named Zoie Alecia Watkins, and their second child is a son named Daniel Watkins. Their children aren't widely publicized, which reflects the couple's desire for privacy regarding their family life.

Despite evolving from his role as the quintessential umbrella-carrying assistant, Fonzworth maintains a warm and respectful relationship with Diddy. Demonstrating their enduring bond, Fonzworth celebrated Diddy's milestone birthday in 2019 with a heartfelt message, anticipating the greatness of "#thisis50" and underscoring the epic nature of such an occasion, per Nicki Swift.

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