From YouTube freestyles to Billboard domination, YoungBoy Never Broke Again — also known as NBA YoungBoy — has become one of the most prolific and talked-about rappers of his generation. Born Kentrell DeSean Gaulden in Baton Rouge, Louisiana, YoungBoy turned his raw storytelling, relentless work ethic, and unfiltered emotion into a career that’s as unpredictable as it is influential.
Since his breakout in the mid-2010s, YoungBoy has built a legacy defined by authenticity. His mixtapes — from AI YoungBoy to Realer — showcased a voice that could shift from hard-hitting aggression to deep vulnerability. Albums like Top (2020) and Sincerely, Kentrell (2021) cemented his place among modern rap’s elite, while his independent spirit and constant output have earned him one of the most loyal fanbases in hip-hop. With billions of streams, dozens of chart entries, and a sound that continues to evolve, YoungBoy has proven that his name means exactly what it says — he’ll never be broke again.
Think you know the Baton Rouge legend? Let’s see how deep your YoungBoy knowledge really goes.
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Answer Key:
1. A) Kentrell DeSean Gaulden
2. B) 38 Baby
3. C) 2018
4. B) “Outside Today”
5. C) Sincerely, Kentrell
6. A) “Bandit”
7. B) Top
8. C) YouTube
9. B) Don’t Try This at Home
10. A) Tyler, The Creator
How Did You Score?
8-10 Correct: You’re a true YoungBoy fan — loyal, sharp, and keeping up with every drop.
5-7 Correct: You know the major hits, but it’s time to revisit a few mixtape deep cuts.
1-4 Correct: You’ve got potential — hit play on AI YoungBoy 2 and get in tune with the real YB.
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