Uploaded July 2026 | Updated September 2026, 2 weeks ago

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YErrrr today, we have the incredible Sheryl Underwood with us. We're talking:
- Women and accountability
- Her father and leadership
- Performing for the troops
- Kevin Hart Roast
- Bernie Mac's impact
And much, much more - INDULGE

Timestamps:
0:00 Women are perfect + Accountability
3:38 Not being the bread winner
5:43 All relationships are transactions
7:42 Football Player impressing Daddy
12:54 Leading, Family's influence + Entertainment biz
17:26 Str1pping, Military + Community Service
23:00 "We can't protect you" + Camaraderie
27:17 Getting Kevin Hart Roast + Process
35:51 Co-ordinating jokes + Tony Hinchcliffe = perfect villain
45:31 Upset at comedy + Don't get mad, get motivated
52:23 Animosity, Comedy evolving + Draymond Green/Lizzo
57:46 Comedy does translate internationally
1:01:19 Incels, face rub + Not recording jokes
1:08:54 Loving sports + Topics
1:11:31 Bernie Mac + Meeting your heroes
1:18:50 Sheryl's comedy + Wifey
1:23:03 Is Sheryl dating?
1:25:11 Variety show, Hollywood + Opportunities

This episode is sponsored by Kalshi.

This episode is sponsored by Sesh.