The guys kick things off debating vices, gambling discipline, and deleting FanDuel while joking about being "high off life," then highlight Eddin's unique position across NYC's podcast scene and how "relationship equity" lets him move in every significant room (7:44), before unpacking the latest with Rory - the Spaces fiasco, resurfaced tweets, race in Hip-Hop media, and what accountability should look like in a Black cultural space (9:30). From there, they dive deeper into Twitter/X pile-ons, apology etiquette, mental health, and how far "reprimanding" versus outright harassment can go online (14:15). The crew salutes Art of Dialogue's interviews with 90s Black TV stars and uses them to frame the old "sell your soul in Hollywood" conversation and what those "tests" look like today (50:53), then flip it into a wild bit on what number it would take to "sell your soul," Benny Medina/Will Smith lore, and brand deals with AI platforms like ChatGPT (55:15). In the relationship and Red Pill segment, they react to Akaash Singh's wife's podcast clips, green vs. experienced partners, and whether there should be rules when your partner starts a pod that can affect your brand and sanity (59:58). They close by celebrating Wale's 'everything is a lot.' and its pain-soaked relatability (1:16:05), breaking down Summer Walker's 'Finally Over It' and her elite R&B songwriting (1:26:13), reviewing the remainder of Billboard's 21st-century songwriter list (1:28:25), and teasing Patreon convos on Matt Barnes, AI "women," billionaire drama, and Jack Dorsey bringing back Vine (1:30:50).
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