Shaboozey sits down with Bobby to trace the unlikely path that led to one of the biggest songs in the world. He opens up about growing up in Northern Virginia, feeling isolated in school, and how Harry Potter inspired his imagination and made him want to create worlds of his own. He also shares the impact of his father’s journey from Nigeria and the lessons that shaped his ambition. Shaboozey reflects on recording his first song in high school, moving to Los Angeles, landing a record deal, battling imposter syndrome, and rebuilding after being dropped. He explains how “Old Town Road” affected his vision, why he rejected the “country hip-hop” label, and how he finally found the sound that felt authentic to him. Plus, he reveals the surprising story behind making “A Bar Song (Tipsy),” why he never wrote down a single lyric, how quickly it exploded, and what it has been like losing his anonymity after becoming a global star.

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