TIMESTAMPS:00:00 Kris Kross Discovery01:10 Welcome Jermaine Dupri02:53 Longevity Staying Relevant06:08 Publishing Money Explained11:14 Pressure After Hits14:58 Finding Kris Kross16:33 Backwards Clothes Moment21:14 Atlanta Stigma and Press25:56 Masters Deals and Mentors29:20 Usher Without Signing30:25 Building Usher My Way30:52 Label Loyalty vs Crew Culture32:45 Signing Jagged Edge33:31 Becoming the Artist34:09 Kris Kross Writing Bootcamp36:34 Throwaways to Life 147237:37 Why So So Def Overlooked39:54 Youth Movement Legacy46:34 Making It With Jay Z49:19 Discovering Bow Wow55:56 Bow Wow Sparks 106 Park58:11 Writing for Bow Wow’s Identity59:51 Best Songwriter Year Debate01:01:16 Confessions Hit Streak01:01:36 My Boo Left Off01:01:55 Writing Confessions Story01:04:28 Concept Album Misread01:06:54 Singles And Video Choices01:08:20 Selling Music Catalogs01:10:56 Rights Reversion Explained01:12:36 Why Catalogs Cost More01:16:59 New Publishing From Samples01:18:51 Why Verzuz Fell Through01:20:44 Verzuz Strategy And Freestyles01:26:15 AI In Music Production01:29:10 Wrap Up And New ProjectsJermaine Dupri joins Earn Your Leisure for a legendary conversation about music, business, and longevity in the entertainment industry. #EarnYourLeisure #JermaineDupri #Usher #Confessions #SoSoDef #MusicBusiness #HipHop #RNB #BowWow #KrisKrossof the most iconic labels ever — JD breaks down the blueprint behind his decades of success. He also explains why songwriting became his superpower and how learning every side of the music business helped him stay ahead for over 30 years.In this episode, Jermaine Dupri shares untold stories about getting a $1 million publishing advance, selling millions of records while still being discredited because of his age, and why he treats music catalogs like real estate. He also breaks down how producers actually get paid, the real reason the Bad Boy vs So So Def Verzuz never happened, and why AI still can’t replace true creatives.The conversation also dives into major music debates, including whether Confessions is the greatest R&B album of all time, if there’s really such a thing as a bad deal, and why So So Def deserves to be considered a top 5 label ever. This episode is packed with timeless game for artists, entrepreneurs, and creatives alike.Subscribe and watch more videos here: https://www.youtube.com/@EarnYourLeisureJoin the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.comJoin the number one stock club in the world:https://www.ianinvest.comInvest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.com#EarnYourLeisure #JermaineDupri #Usher #Confessions #SoSoDef #MusicBusiness #HipHop #RNB #BowWow #KrisKross #PodcastSee omnystudio.com/listener for privacy information.
