Early life
Growing up with both parents in his household in the Country Club Crest neighborhood in Vallejo, California, Diggs eventually developed an interest in hip hop.

He grew up listening to the likes of Grandmaster Flash & the Furious Five and later Run-DMC, LL Cool J & Too Short. He knew hip hop was where his heart was after having started rap groups and winning talent shows such as the Bay Area Music Awards in 1987 at the age of 16[2] while appearing on local television stations around the San Francisco Bay Area.

Prison
At the youthful age of 19, Jamal along with two friends (Mac Dre & Kilo Curt) were arrested in Fresno, California for conspiracy to rob a bank. Because of his involvement in the offense, J-Diggs received a stiff penalty of 10 years while Mac Dre & Kilo Curt got five and eight years respectively.

J-Diggs began his leave in a federal prison in southern California named Terminal Island, where he received much respect and notoriety in prison as a warrior and even more as a rapper. In 1995, Diggs was shipped out for his leading role in a violent prison riot that left prisoners and officials in prison injured during their "Diesel Therapy" (solitary confinement & surprise jail bills from the authorities). Diggs kept all of his steps while bouncing back and forth across the United States to Federal facilities in Lewisburg, Pennsylvania, Lompoc, California, Raybrook, New York, El Reno, Oklahoma, Fairington, New Jersey, Allenwood, McKean & Schuylkill, Pennsylvania.

Life After Incarceration[edit]
After his incarceration, the trio were out to make the unfinished business of creating one of the world's most powerful and respected independent record labels, Thizz Entertainment. Diggs has appeared on numerous television programs on DVD discs, such as the BET shows Oh Drama, Rickey Lake and the 2009 highly received rating television series American Gangster.[3] He has also appeared on Hood to Hood, Exhibition of Speed 23109, Too Real for TV #3, Treal TV 1 & 2, Ghostride the Whip and others.

Because of Mac Dre's untimely death in 2004, Kilo Curt & J-Diggs were forced to step up their game plan. They created a logo, and put together a company called Thizz Nation, a subdivision of Dre's label. They and fellow rapper Miami became the co-CEOs of Thizz Entertainment.

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“It's like finding your roots, getting in touch with your old self and that hunger you had when you first started, the energy that made the world fall in love with Lil Herb,” says G Herbo of his new project, Lil Herb. Named after the moniker he broke through with 15 years ago, it’s both an album and a time machine. After helping invent and globalize Chicago drill, launching the Swervin Through Stress nonprofit, and scoring his biggest hit “Went Legit” off his 2024 mixtape Greatest Rapper Alive (13M direct-to-fan streams), Herbo is now reaching back and looking forward. He recorded 100 songs over a year, revisited old favorites, and returned to Chicago studios with his day-ones. The result blends soulful No I.D.-crafted hip hop, menacing drill, and a rare Wyclef Jean feature—plus a reunion with the late Juice WRLD.  “I'm at the finish line… I'm in full control of my destiny now. I've finished the marathon I started when I was 16, when I was Lil Herb.”

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