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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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We unpack a packed week: the thrill of a Brandy and Monica show, the reality of leaving early to beat the surge, and how crowds mirror the ways we manage time, money and attention. Then we cut into dating gray areas, honesty over ghosting, and the weight of status, access and labels.
• Late arrival concert strategy and crowd logistics
• Coco Jones performance and opener talk
• Nashville demographics, migration and city myths
• Debt payoff, COVID-era choices and optimism
• Wealth reading list and building durable businesses
• Time management, scheduled study and focused growth
• Ghosting vs honest rejection and respectful boundaries
• First-night chemistry, clout, and future potential
• Intimacy as servitude, compatibility signals and standards
• “Former groupie” stigma, double standards and social status
Chapters
1. Cold Open And Show Reset (00:00:00)
2. Brandy And Monica Concert Recap (00:01:05)
3. Openers, Arrivals, And Packed House (00:04:45)
4. Brandy vs Monica: Vibe And Hits (00:07:50)
5. Leaving Early And Crowd Logistics (00:10:25)
6. Nashville, Demographics, And City Myths (00:12:40)
7. Work, Debt, And Owning Past Choices (00:17:30)
8. Reading For Wealth And Reinvention (00:20:25)
9. Time Management And Focused Learning (00:23:45)
10. Dating Boundaries: Ghosting vs Honesty (00:26:20)
11. Saying Hard Truths Without Cruelty (00:31:40)
12. Same-Night Chemistry And Future Potential (00:35:10)
13. Intimacy, Servitude, And Compatibility (00:39:00)
14. Clout, Attraction, And Intent (00:42:20)
15. “Former Groupie” Dilemma And Standards (00:46:30)
16. Double Standards, Access, And Status (00:50:10)
17. Final Thoughts And Sign Off (00:55:30)
31 episodes
