In this must-watch interview, Grammy winner Joelle James sits down with DJ Pup Dawg for an intimate conversation covering her incredible journey from songwriter to industry powerhouse. Joelle opens up about her deep loyalty to Berklee College of Music and the special place in her heart for Boston, reflecting on how her time in the city shaped her craft and ultimately led to her being discovered by Chris Brown after he saw her soulful covers on YouTube. She gets candid about the emotional process of letting go of her "babies"—the songs she writes—to ensure they find the perfect artist, while also sharing the high-pressure honor of singing the National Anthem at championship games like the NBA Finals. The energy stays high as the duo discusses Joelle's close bond with Kevin Hart, leading to a hilarious moment where DJ Pup Dawg tries to secure his spot as the audio soundtrack for Kevin’s next big movie. To top it all off, Joelle puts her local knowledge to the test by playing DJ Pup Dawg's signature game, attempting to navigate the famously tricky pronunciations of New England city names. From future goals to her passion for helping the next generation of artists, this conversation is packed with gems for music lovers and creators alike.